A metal-catalysed functional group metathesis approach to the carbon isotope labelling of carboxylic acids
R. Garrison Kinney, José Zgheib, Pierre-Louis Lagueux-Tremblay, Cuihan Zhou, Haifeng Yang, Jingwei Li, Donald R. Gauthier Jr* & Bruce A. Arndtsen* Nat. Chem. 2024, 16, s41557-024-01447-7. |
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A Visible Light Driven Nickel Carbonylation Catalyst: The Synthesis of Acid Chlorides from Alkyl Halides
Kristian El Chami, Yi Liu, Mohammed A. Belahouane, Yiyang Ma, Pierre-Louis Lagueux-Tremblay, Bruce A. Arndtsen* Angew. Chem. Int. Ed. 2023, 62, e202213297. |
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Chapter 11: Carbonylative C-H Bond Activation Angela Kaiser and Bruce A. Arndtsen* in The Chemical Transformations of C1 Compounds, 2022. Edited by X.-F. Wu, B. Han, K. Ding, Z. Liu. WILEY-VCH GmbH. |
Chiral BINOL-based borate counterions: from cautionary tale on anion stability to enantioselective Cu-catalyzed cyclopropanation
Anthony Labelle and Bruce A. Arndtsen* Chem. Commun. 2023, 59, 728-731. |
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Palladium-Catalyzed Chlorocarbonylation of C(sp2)-Triflates as a Route to Heteroarene C–H Functionalization and Ketone Synthesis
Yi Liu and Bruce A. Arndtsen* Organometallics 2022, 41, 2903-2908. |
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Palladium Catalyzed Conversion of Aryl Triflates to Acyl-DMAP Salts: A Mild and Versatile Approach to Carbonylations
Pierre-Louis Lagueux-Tremblay, Célestin Augereau, Pranav Nair, Kwan Ming Tam, and Bruce A. Arndtsen* ACS Catal. 2022, 12, 13394-13399. |
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Versatile Palladium-Catalyzed Approach to Acyl Fluorides and Carbonylations by Combining Visible Light- and Ligand-Driven Operations
Yi Liu, Cuihan Zhou, Meijing Jiang, and Bruce A. Arndtsen* J. Am. Chem. Soc. 2022, 144, 9413-9420. |
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Multicomponent formation route to a new class of oxygen-based 1,3-dipoles and the modular synthesis of furans
Huseyin Erguven, Cuihan Zhou and Bruce A. Arndtsen* Chem. Sci. 2021, 12, 15077-15083. |
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Fragmentation and reassembly
José Zgheib and Bruce A. Arndtsen* Nat. Chem. 2021, 13, 110-111. |
Palladium catalyzed synthesis of indolizines via the carbonylative coupling of bromopyridines, imines and alkynes
Sébastien A. Roy, José Zgheib, Cuihan Zhou and Bruce A. Arndtsen* Chem. Sci. 2021, 12, 2251-2256. |
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Palladium Catalyzed Carbonylative Generation of Potent, Pyridine-Based Acylating Electrophiles for the Functionalization of Arenes to Ketones
Yi Liu, Angela M. Kaiser and Bruce A. Arndtsen* Chem. Sci. 2020, 11, 8610-8616. |
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A dual light-driven palladium catalyst: Breaking the barriers in carbonylation reactions
Gerardo M. Torres, Yi Liu (co-first author), Bruce A. Arndtsen* Science 2020, 368, 318–323. |
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A palladium-catalyzed C–H functionalization route to ketones via the oxidative coupling of arenes with carbon monoxide
Taleah M. Levesque, Richard G. Kinney, Bruce A. Arndtsen* Chem. Sci. 2020, 11, 3104-3109. |
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A Versatile Approach to Dynamic Amide Bond Formation with Imine Nucleophiles
Huseyin Erguven, Evan N. Keyzer, Bruce A. Arndtsen* Chem. Eur. J. 2020, 26, 5709-5716. |
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PEG-conjugated pyrrole-based polymers: one-pot multicomponent synthesis and self-assembly into soft nanoparticles for drug delivery
A. Moquin, R. Hanna, T. Liang, H. Erguven, E. R. Gran, B. A. Arndtsen,* D. Maysinger,* and A. Kakkar* Chem. Commun. 2019, 55, 9829-9832. |
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Synthesis, structure and palladium coordination of ambiphilic, pyridine- and phosphine-tethered N-boryl imine ligands
F. Lorenzini, P.-L. Lagueux-Tremblay, L. V. Kayser, E. Anderson and B. A. Arndtsen * Dalton Trans. 2019, 48, 5766-5772. |
Decarboxylation with Carbon Monoxide: The Direct Conversion of Carboxylic Acids into Potent Acid Triflate Electrophiles
R. G. Kinney, B. A. Arndtsen * Angew. Chem. Int. Ed. 2019, 58, 5085-5089. |
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Functional Group Transposition: A Palladium-Catalyzed Metathesis of Ar–X σ-Bonds and Acid Chloride Synthesis
M. D. L. H. Macias and B. A. Arndtsen* J. Am. Chem. Soc. 2018, 140, 10140-10144. |
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Palladium-Catalyzed Carbonylation of Aryl Chlorides to Electrophilic Aroyl-DMAP Salts
P.-L. Lagueux-Tremblay, A. Fabrikant, and B. A. Arndtsen* ACS Catal. 2018, 8, 5350-5354. |
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A General Approach to Intermolecular Carbonylation of Arene C–H Bonds to Ketones through Catalytic Aroyl Triflate Formation
R. G. Kinney, J. Tjutrins, G. M. Torres, N. J. Liu, O. Kulkarni, B. A. Arndtsen* Nat. Chem. 2018, 10, 193-199. |
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Second-Order Biomimicry: In Situ Oxidative Self-Processing Converts Copper(I)/Diamine Precursor into a Highly Active Aerobic Oxidation Catalyst
S. D. McCann, J. P. Lumb*, B. A. Arndtsen*, S. S. Stahl* ACS Cent. Sci. 2017, 3, 314-321. |
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Development and Cycloaddition Reactivity of a New Class of Pyridine-Based Mesoionic 1,3-Dipole
H. Erguven, D. C. Leitch, E. N. Keyzer, B. A. Arndtsen* Angew. Chem. Int. Ed. 2017, 22, 6174-6178. |
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Thieme Chemistry Journals Awardees – Where Are They Now?
Phospha-Münchnone 1,3-Dipolar Cycloaddition with Alkenes: A One-Pot Approach to 2-Pyrrolines from Imines, Acid Chlorides and Alkenes
V. Jackiewicz, B. A. Arndtsen* Synlett 2016, 28, 433-438. |
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Palladium-Catalyzed, Multicomponent Approach to β-Lactams via Aryl Halide Carbonylation
G. M. Torres, M. D. L. H. Macias, J. S. Quesnel, O. P. Williams, V. Yempally*, A. A. Bengali*, B. A. Arndtsen* J. Org. Chem. 2016, 81, 12106-12115. |
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A palladium-catalyzed synthesis of (hetero)aryl-substituted imidazoles from aryl halides, imines and carbon monoxide
J. Tjutrins, B. A. Arndtsen* Chem. Sci. 2016, 8, 1002-1007. |
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Simple Copper Catalysts for the Aerobic Oxidation of Amines: Selectivity Control by the Counterion
B. Xu, E. M. Hartigan, G. Feula, B. A. Arndtsen* Angew. Chem. Int. Ed. 2016, 128, 16034-16038. |
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Multicomponent Coupling Approach to Cross-Conjugated Polymers from Vanillin-Based Monomers
L. V. Kayser, E. M. Hartigan, B. A. Arndtsen* ACS Sustain. Chem. Eng. 2016, 4, 6263-6267. |
Palladium Catalyzed, Multicomponent Synthesis of Fused-Ring Pyrroles from Aryl Iodides, Carbon Monoxide, and Alkyne-Tethered Imines
N. Firoozi, G. M. Torres, B. A. Arndtsen* J. Org. Chem. 2016, 81, 11145-11152. |
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Mechanism of the Palladium-Catalyzed Synthesis of Münchnones: The Role of Ligands in N-Acyl Iminium Salt Carbonylation
J. Tjutrins, R. Dhawan, Y. Lu, B. A. Arndtsen* Chem. Eur. J. 2016, 22, 15945-15954. |
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Computational Study of the Palladium-Catalyzed Carbonylative Synthesis of Aromatic Acid Chlorides: The Synergistic Effect of PtBu3 and CO on Reductive Elimination
J. S. Quesnel, S. Moncho, K. E. I. Ylijoki, G. M. Torres, E. N. Brothers*, A. A. Bengali*, B. A. Arndtsen* Chem. Eur. J. 2016, 22, 15107-15118. |
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Metal-Free, Multicomponent Synthesis of Pyrrole-Based π-Conjugated Polymers from Imines, Acid Chlorides, and Alkynes
L. V. Kayser, M. Vollmer, M. Welnhofer, H. Krikcziokat, K. Meerholz, B. A. Arndtsen* J. Am. Chem. Soc. 2016, 138, 10516-10521. |
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From Aryl Iodides to 1,3-Dipoles: Design and Mechanism of a Palladium Catalyzed Multicomponent Synthesis of Pyrroles
G. M. Torres, J. S. Quesnel, D. Bijou, B. A. Arndtsen* J. Am. Chem. Soc. 2016, 138, 7315–7324. |
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A Flexible Approach to Pd-Catalyzed Carbonylations via Aroyl Dimethylaminopyridinium Salts
J. S. Quesnel, A. Fabrikant, B. A. Arndtsen* Chem. Sci. 2016, 7, 295-300. |
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An Electrophilic Approach to the Palladium-Catalyzed Carbonylative C-H Functionalization of Heterocycles
J. Tjutrins, B. A. Arndtsen* J. Am. Chem. Soc. 2015, 137, 12050-12054. |
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A Nickel-Based, Tandem Catalytic Approach to Isoindolinones from Imines, Aryl Iodides, and CO
J. Tjutrins, J. L. Shao, V. Yempally, A. A. Bengali*, B. A. Arndtsen* Organometallics 2015, 34, 1802-1805. |
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A Palladium-Catalysed Multicomponent
Coupling Approach to conjugated poly(1,3-dipoles) and Polyheterocycles
D. C. Leitch, L. V. Kayser, Z.-Y. Han, A. R. Siamaki, E. N. Keyzer, A. Gefen, B. A. Arndtsen* Nat. Commun. 2015, 6, 7411. |
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Acid Chloride Synthesis by the Palladium-Catalyzed Chlorocarbonylation of Aryl Bromides
J. S. Quesnel, L. V. Kayser, A. Fabrikant, B. A. Arndtsen* Chem. Eur. J. 2015, 21, 9550-9555. |
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Multicomponent Synthesis of Substituted and Fused-Ring Imidazoles via Phospha-münchnone Cycloaddition
S. Aly, M. Romashko, B. A. Arndtsen* J. Org. Chem. 2015, 80, 2709-2714. |
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A TEMPO-free Copper Catalyzed Aerobic
Oxidation of Alcohols B. Xu, J. P. Lumb*, B. A. Arndtsen* Angew. Chem. Int. Ed. 2015, 54, 4208-4211. |
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Chiral Phosphorus-Based 1,3-Dipoles: A Modular Approach to Enantioselective 1,3-Dipolar Cycloaddition and Polycyclic 2-Pyrroline Synthesis
M. S. T. Morin, B. A. Arndtsen* Org. Lett. 2014, 16, 1056-1059. |
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Palladium-Catalyzed Stille-Type Coupling of N-Acyl Iminium Ions with Distannanes: A Multicomponent Synthesis of α-Amidostannanes
B. Xu, B. A. Arndtsen* ACS Catal. 2014, 4, 843-846. |
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Oxidative Addition of Haloalkanes to Metal Centers: A Mechanistic Investigation
V. Yempally, S. Moncho, S. Muhammad, E. N. Brothers, B. A. Arndtsen*, A. A. Bengali* Organometallics 2014, 33, 3591-3595. |
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A Palladium-Catalyzed Carbonylation Approach to Acid Chloride Synthesis
J. S. Quesnel, B. A. Arndtsen* J. Am. Chem. Soc. 2013, 135, 16841-16844. |
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Transition-Metal-Catalyzed Multicomponent Coupling Reactions with Imines and Carbon Monoxide
J. S. Ve, B. A. Arndtsen* Pure Appl. Chem. 2013, 85, 377. |
Modular Mesoionics: Understanding and Controlling Regioselectivity in 1,3-Dipolar Cycloadditions of Münchnone Derivatives
M. S. T. Morin, D. J. St-Cyr, B. A. Arndtsen*, E. H. Krenske*, K. N. Houk* J. Am. Chem. Soc. 2013, 135, 17349-17358. |
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Phosphonite Mediated 1,3-Dipolar Cycloaddition: a Route to Polycyclic 2-Pyrrolines from Imines, Acid Chlorides and Alkenes
M. S. T. Morin, S. Aly, B. A. Arndtsen* Chem. Commun. 2013, 49, 883-885. |
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Palladium-Catalyzed Multicomponent Synthesis of 2-Imidazolines from Imines and Acid Chlorides
B. Xu, K. Worrall, B. A. Arndtsen* Molecules 2012, 17, 13759-13768. |
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Copper-Catalyzed Petasis-Type Reaction: A General Route to α-Substituted Amides From Imines, Acid Chlorides, and Organoboron Reagents
M. S. T. Morin, Y. Lu, D. A. Black, B. A. Arndtsen* J. Org. Chem. 2012, 77, 2013-2017. |
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A Palladium-Patalyzed Multicomponent Synthesis of Imidazolinium Salts and Imidazolines from Imines, Acid Chlorides, and Carbon Monoxide
K. Worrall, B. Xu, S. Bontemps, B. A. Arndtsen* J. Org. Chem. 2011, 76, 170-180. |
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Synthesis of Neutral Nickel-Methyl Complexes with Monodentate Imines and their Sequential Insertion of Carbon Monoxide and Imine C. Stafford, B. A. Arndtsen* Inorg. Chim. Acta 2011, 369, 231-239. |
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A Palladium-Catalyzed Multicomponent Coupling Approach to π-Conjugated Oligomers: Assembling Imidazole-Based Materials from Imines and Acyl Chlorides
A. R. Siamaki, M. Sakalauskas, B. A. Arndtsen* Angew. Chem. Int. Ed. 2011, 50, 6552-6556. |
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Comparison of Imine to Olefin Insertion Reactions: Generation of Five- and Six-Membered Lactams via a Nickel-Mediated CO, Olefin, CO, Imine Insertion Cascade
J. L. Davis, B. A. Arndtsen* Organometallics 2011, 30, 1896-1901. |
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Palladium-Catalyzed Aryl Iodide Carbonylation as a Route to Imidazoline Synthesis: Design of a Five-Component Coupling Reaction S. Bontemps, J. S. Quesnel, K. Worrall, B. A. Arndtsen* Angew. Chem. Int. Ed. 2011, 50, 8948-8951. |
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Phospha-Münchnones: Electronic Structures and 1,3-Dipolar Cycloadditions
D. J. St-Cyr, M. S. T. Morin, F. Belanger-Gariepy, B. A. Arndtsen*, E. H. Krenske*, K. N. Houk* J. Org. Chem. 2010, 75, 4261-4273. |
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Horner-Wadsworth-Emmons Reagents as Azomethine Ylide Analogues: Pyrrole Synthesis via (3 + 2) Cycloaddition
M. S. T. Morin, D. J. St-Cyr, B. A. Arndtsen* Org. Lett. 2010, 12, 4916-4919. |
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Copper-Catalyzed Multicomponent Coupling of Organoindium Reagents with Nitrogen-Containing Aromatic Heterocycles
R. E. Beveridge, D. A. Black, B. A. Arndtsen* Eur. J. Org. Chem. 2010, 19, 3650-3656. |
A Direct, Copper-Catalyzed Functionalization of Pyridines with Alkynes
R. E. Beveridge, B. A. Arndtsen* Synthesis 2010, 6, 1000-1008. |
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Hydrogen-Bonding Asymmetric Metal Catalysis with α-Amino Acids: A Simple and Tunable Approach to High Enantioinduction
Y. Lu, T. C. Johnstone, B. A. Arndtsen* J. Am. Chem. Soc. 2009, 131, 11284-11285. |
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A Direct Phosphine-Mediated Synthesis of Pyrroles from Acid Chlorides and α,β-Unsaturated Imines
Y. Lu, B. A. Arndtsen* Org. Lett. 2009, 11, 1369-1372. |
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Metal-Catalyzed One-Step Synthesis: Towards Direct Alternatives to Multistep Heterocycle and Amino Acid Derivative Formation
B. A. Arndtsen* Chem. Eur. J. 2009, 15, 302-313. |
Palladium Catalyzed Synthesis of Münchnones from α-Amidoethers: a Mild Route to Pyrroles
Y. Lu, B. A. Arndtsen* Angew. Chem. Int. Ed. 2008, 47, 5430-5433. |
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Cyclic 1,3-Dipoles or Acyclic Phosphonium Ylides? Electronic Characterization of "Montrealones"
E. H. Krenske, K. N. Houk*, B. A. Arndtsen*, D. J. St-Cyr J. Am. Chem. Soc. 2008, 130, 10052-10053. |
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Copper-Catalyzed Coupling of Pyridines and Quinolines with Alkynes: A One-Step, Asymmetric Route to Functionalized Heterocycles
D. A. Black, R. E. Beveridge, B. A. Arndtsen* J. Org. Chem. 2008, 73, 1906-1910. |
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Palladium-Catalyzed Carbonylative Cross-Coupling with Imines: A Multicomponent Synthesis of Imidazolones
A. R. Siamaki, D. A. Black, B. A. Arndtsen* J. Org. Chem. 2008, 73, 1135-1138. |
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A New Use of Wittig-Type Reagents as 1,3-Dipolar Cycloaddition Precursors and in Pyrrole Synthesis
D. J. St-Cyr, B. A. Arndtsen* J. Am. Chem. Soc. 2007, 129, 12366-12367. |
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Activation of Carbon-Oxygen Bonds by Palladium: Toward a Mild, Catalytic Approach to α-Amino Acid Derivatives
Y. Lu, B. A. Arndtsen* Org. Lett. 2007, 9, 4395-4397. |
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Direct Synthesis of Pyrroles from Imines, Alkynes, and Acid Chlorides: an Isocyanide-Mediated Reaction
D. J. St-Cyr, N. Martin, B. A. Arndtsen* Org. Lett. 2007, 9, 449-452. |
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A Direct, One Step Synthesis of Imidazoles from Imines and Acid Chlorides: A Palladium Catalyzed Multicomponent Coupling Approach
A. R. Siamaki, B. A. Arndtsen* J. Am. Chem. Soc. 2006, 128, 6050-6051. |
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Direct, Palladium-Catalyzed, Multicomponent Synthesis of β-Lactams from Imines, Acid Chloride, and Carbon Monoxide
R. Dhawan, R. D. Dghaym, D. J. St-Cyr, B. A. Arndtsen* Org. Lett. 2006, 8, 3927-3930. |
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General Approach to the Coupling of Organoindium Reagents with Imines via Copper Catalysis
D. A. Black, B. A. Arndtsen* Org. Lett. 2006, 8, 1991-1993. |
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Metal Catalyzed Multicomponent Syntheses of Secondary Propargylamides and Oxazoles from Silylimines, Acid Chlorides, and Alkynes
D. A. Black, B. A. Arndtsen* Tetrahedron 2005, 61, 11317-11321. |
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Copper-Catalyzed Cross-Coupling of Imines, Acid Chlorides, and Organostannanes: A Multicomponent Synthesis of α-Substituted Amides
D. A. Black, B. A. Arndtsen* J. Org. Chem. 2005, 70, 5133-5138. |
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Synthesis of a Library of Chiral α-Amino Acid-Based Borate Counteranions and their Application to Copper Catalyzed Olefin Cyclopropanation
D. B. Llewellyn, B. A. Arndtsen* Tetrahedron: Asymmetry 2005, 16, 1789-1799. |
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Palladium-Catalyzed Multicomponent Coupling of Alkynes, Imines, and Acid Chlorides: A Direct and Modular Approach to Pyrrole Synthesis
R. Dhawan, B. A. Arndtsen* J. Am. Chem. Soc. 2004, 126, 468-469. |
Copper-Catalyzed Coupling of Imines, Acid Chlorides, and Alkynes: A Multicomponent Route to Propargylamides
D. A. Black, B. A. Arndtsen* Org. Lett. 2004, 6, 1107-1110. |
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The Use of Imines in Stille-type cross-coupling reactions: A multicomponent synthesis of α-substituted amides
J. L. Davis, R. Dhawan, B. A. Arndtsen* Angew. Chem. Int. Ed. 2004, 43, 590-594. |
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Design, Synthesis, and Characterization of a New Class of Amino Acid-Based Chiral Borate Counteranions
D. B. Llewellyn, B. A. Arndtsen* Organometallics 2004, 23, 2838-2840. |
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The development of a catalytic synthesis of Münchnones: a simple four-component coupling approach to α-amino acid derivatives
R. Dhawan, R. D. Dghaym, B. A. Arndtsen* J. Am. Chem. Soc. 2003, 125, 1474-1475. |
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The Use of a Chiral Borate Counteranion as a 1H NMR Shift Reagent for Cationic Copper(I) Complexes
D. B. Llewellyn, B. A. Arndtsen* Can. J. Chem. 2003, 81, 1280. |
The Use of Carbon Monoxide and Imines as Peptide Derivative Synthons: a Facile Palladium-Catalyzed Synthesis of α-Amino acid Derived Imidazolines
R. D. Dghaym, R. Dhawan, B. A. Arndtsen* Angew. Chem. Int. Ed. 2001, 40, 3228-3230. |
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Insertion of Imines and Carbon Monoxide into Manganese-Alkyl Bonds: Synthesis and Structure of a Manganese-α-Amino Acid Derivative
D. Lafrance, J. L. Davis, R. Dhawan, B. A. Arndtsen* Organometallics 2001, 20, 1128-1136. |
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A Novel Example of Chiral Counteranion Induced Enantioselective Metal Catalysis: the Importance of Ion-Pairing in Copper-Catalyzed Olefin Aziridination and Cyclopropanation
D. B. Llewellyn, D. Adamson, B. A. Arndtsen* Org. Lett. 2000, 2, 4165-4168. |
Sequential Insertion of Carbon Monoxide and Imines into Nickel-Methyl Bonds: A New Route to Imine Hydroacylation
J. L. Davis, B. A. Arndtsen* Organometallics 2000, 19, 4657-4659. |
Novel Coupling of Two Mechanistically Distinct Polymerizations on a Single Metal Center: Palladium-Mediated Synthesis of Poly(norbornene)-Poly(THF) Block Copolymers
N. K. Lim, B. A. Arndtsen* Macromolecules 2000, 33, 2305-2307. |
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Ring-Opening Polymerization of Heterocycles with Palladium Insertion Catalysts: Observation of a Multifunctional Polymerization Initiator
N. K. Lim, K. J. Yaccato, R. D. Dghaym, B. A. Arndtsen* Organometallics 1999, 18, 3953-3955. |
The Novel Insertion of Imines into a Late-Metal-Carbon σ-Bond: Developing a Palladium-Mediated Route to Polypeptides
R. D. Dghaym, K. J. Yaccato, B. A. Arndtsen* Organometallics 1998, 17, 4-6. |