Buchwald Group - 2007-2008 Research Publications

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2008

SLB #	Authors	Title	Journal Reference
312	Martin, R. and Buchwald, S.L.	An Improved Protocol for the Pd-Catalyzed a-Arylation of Aldehydes with Aryl Halides.	Org. Lett. 2008, 10, 4561-4564
311	Fors, B.P.; Watson, D.A.; Biscoe, M.R. and Buchwald, S.L.	A Highly Active Catalyst for Pd-Catalyzed Amination Reactions: Cross-Coupling Reactions Using Aryl Mesylates and the Highly Selective Monoarylation of Primary Amines.	J. Am. Chem. Soc. 2008, 130, 13552-13554
310	Garcia-Fortanet, J. and Buchwald, S.L.	Asymmetric Palladium-Catalyzed Intramolecular a-Arylation of Aldehydes.	Angew. Chem. Int. Ed. 2008, 47, 8108-8111
309	Tsang, W.C.P.; Munday, R.H.; Brasche, G.; Zheng, N. and Buchwald, S.L.	A Palladium-Catalyzed Method for the Synthesis of Carbazoles via Tandem C-H Functionalization and C-N Bond Formation.	J. Org. Chem. 2008, 73, 7603-7610
308	Martinelli, J.R.; Watson, D.A.; Freckmann, D.M.M.; Barder, T.E. and Buchwald, S.L.	Palladium-Catalyzed Carbonylation Reactions of Aryl Bromides at Atmospheric Pressure: A General System Based on Xantphos.	J. Org. Chem. 2008, 73, 7102-7107
307	Fors, B.P., Krattiger, P.; Strieter, E. and Buchwald, S.L.	Water-Mediated Preactivation: An Efficient Protocol for C-N Cross-Coupling Reactions.	Org. Lett. 2008, 10, 3505-3508
306	Watson, D.A.; Fan, X.; Buchwald, S.L.	Carbonylation of Aryl Chlorides with Oxygen Nucleophiles at Atmospheric Pressure. Preparation of Phenyl Esters as Acyl Transfer Agents, and the Direct Preparation of Alkyl Esters and Carboxylic Acids.	J. Org. Chem. 2008, 73, 7096-7101
305	Altman, R.A.; Hyde, A.M.; Huang, X. and Buchwald, S.L.	Orthogonal Pd- and Cu-Based Catalyst Systems for C- and N-Arylation of Oxindoles.	J. Am. Chem. Soc. 2008, 130, 9613-9620
304	Altman, R.A.; Anderson, K. W. and Buchwald, S.L.	Pyrrole-2-Carboxylic Acid as a Ligand for the Cu-Catalyzed Reactions of Primary Anilines with Aryl Halides.	J. Org. Chem. 2008, 73, 5167-5169
303	Wang, H.; Duennwald, M. L.; Roberts, B. E.; Rozeboom, L. M.; Zhang, Y. L.; Steele, A. D.; Krishnan, R.; Su, L. J.; Griffin D.; Mukhopadhyay, S.; Hennessy, E. J.; Weigele, P.; Blanchard, B. J.; King, J.; Deniz, A. A.; Buchwald, S. L.; Ingram, V. M.; Lindquist, S. and Shorter, J.	Direct and Selective Elimination of Speciofic Prions and Amyloids by 4,5-Dianilinophthalimide and Analogs.	Proc. Natl. Acad. Sci. U.S.A. 2008, 105, 7159-7164
302	Billingsley, K.L. and Buchwald, S.L.	An Improved System for the Palladium-Catalyzed Borylation of Aryl Halides with Pinacol Borane.	J. Org. Chem. 2008, 73, 5589-5591
301	Minatti, A.E. and Buchwald, S. L.	Synthesis of Indolines via a Domino Cu-Catalyzed Amidation/Cyclization Reaction.	Org. Lett. 2008, 10, 2721-2724
300	Martin, R. and Buchwald, S.L.	Palladium-Catalyzed Suzuki-Miyaura Cross-coupling Reactions Employing Dialkylbiaryl Phosphine Ligands.	Acc. Chem. Res. 2008, 41, 1461-1473
299	Billingsley, K.L. and Buchwald, S.L.	A General and Efficient Method for the Suzuki-Miyaura Coupling of 2-Pyridyl Nucleophiles.	Angew. Chem. Int. Ed. 2008, 47, 4695-4698
298	Brasche, G.; Garcia-Fortanet, J. and Buchwald, S.L.	Twofold C-H Functionalization: Palladium-catalyzed ortho Arylation of Anilides.	Org. Lett. 2008, 10, 2207-2210
297	Biscoe, M.R.; Fors, B.P. and Buchwald, S.L.	A New Class of Easily Activated Palladium Precatalysts for Facile C–N Cross-Coupling Reactions and Low Temperature Oxidative Additions of Aryl Chlorides.	J. Am. Chem. Soc. 2008, 130, 6686-6687
296	Surry, D.S. and Buchwald, S.L.	Biaryl Phosphane Ligands in Palladium-Catalyzed Amination.	Angew. Chem. Int. Ed. 2008, 47, 6338-6361
295	Naber, J. R. and Buchwald, S.L.	Palladium-Catalyzed Stille Cross-Coupling Reaction of Aryl Chlorides using a Pre-Milled Palladium Acetate and XPhos Catalyst System.	Adv. Syn. Cat. 2008, 350, 957-961
294	Munday, R.H.; Martinelli, J.R.; and Buchwald, S.L.	Palladium-Catalyzed Carbonylation of Aryl Tosylates and Mesylates.	J. Am. Chem. Soc. 2008, 130, 2754-2755
293	Brasche, G. and Buchwald, S.L.	C-H Functionalization/C-N Bond Formation: Copper-Catalyzed Synthesis of Benzimidazoles from Amidines.	Angew. Chem. Int. Ed. 2008, 47,1932-1934
290	Altman, R.A.; Shafir, A.; Choi, A.; Lichtor, P.A.; Buchwald, S.L.	An Improved Cu-Based Catalyst System for the Reactions of Alcohols with Aryl Halides	J. Org. Chem. 2008, 73, 284-286

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2007

SLB #	Authors	Title	Journal Reference
292	Martin, R.; Cuenca, A.; Buchwald, S.L.	Sequential Copper-catalyzed Vinylation/Cyclization: An Efficient Synthesis of Functionalized Oxazoles	Org. Lett. 2007, 9, 5521-5524
291	Hyde, A.M.; Buchwald, S.L.	Palladium-Catalyzed g-Arylation of b,g-Unsaturated Ketones: Application to a One-Pot Synthesis of Tricyclic Indolines	Angew. Chem. Int. Ed. 2007, 47, 177-180
289	Zheng, N.; Buchwald, S.L.	A Copper-Catalyzed Regiospecfic Synthesis of N-Alkyl Benzimidazoles	Org. Lett. 2007, 9, 4749-4751
288	Altman, R.A.; Fors, B.P.; Buchwald, S.L.	Pd-Catalyzed Amination Reactions of Aryl Halides Using Bulky Biarylmonophosphine Ligands	Nature Protocols 2007, 2, 2881-2887
287	Altman, R.A.; Buchwald, S.L.	Pd-Catalyzed Suzuki-Miyaura Reactions of Aryl Halides Using Bulky Biarylmonophosphine Ligands	Nature Protocols 2007, 2, 3115-3121
286	Minatti, A.E.; Zheng, X.; Buchwald, S.L.	Synthesis of Chiral 3-Substituted Indanones via an Enantioselective Reductive-Heck Reaction	J. Org. Chem. 2007, 72, 9253-9258
285	Ikawa, T.; Barder, T.E.; Biscoe, M.R.; Buchwald, S.L.	Pd-Catalyzed Amidations of Aryl Chlorides Using Monodentate Biaryl Phosphine Ligands: A Kinetic, Computational, and Synthetic Investigation	J. Am. Chem. Soc. 2007, 129, 13001-13007
284	Altman, R.A.; Buchwald, S.L.	Cu-Catalyzed Goldberg and Ullmann Reactions of Aryl Halides Using Chelating N- and O-Based Ligands	Nature Protocols 2007, 2, 2474-2479
283	Martinelli, J.R.; Clark, T.P.; Watson, D.A.; Munday, R.H.; Buchwald, S.L.	Palladium-Catalyzed Aminocarbonylation of Aryl Chlorides at Atmospheric Pressure: the Dual Role of Sodium Phenoxide	Angew. Chem. Int. Ed. 2007, 46, 8460-8463
282	Martin, R.; Buchwald, S.L.	A General Method for the Direct a-Arylation of Aldehydes with Aryl Bromides and Chlorides	Angew. Chem. Int. Ed. 2007, 46, 7236-7239
281	Jones, C.P.; Anderson, K.W.; Buchwald, S.L.	Sequential Cu-Catalyzed Amidation-Base-mediated Camps Cyclization: A Two-step Synthesis of 2-Aryl-4-quinolones from ortho-Halophenones	J. Org. Chem. 2007, 72, 7968-7973
280	McNeill, E.; Barder, T.E.; Buchwald, S.L.	Palladium-Catalyzed Silylation of Aryl Chlorides with Hexamethyldisilane	Org. Lett. 2007, 9, 3785-3788
279	Zheng, N.; Anderson, K.W.; Huang, X.; Nguyen, H.N.; Buchwald, S.L.	A Palladium-Catalyzed Regiospecific Synthesis of N-Aryl Benzimidazoles	Angew. Chem. Int. Ed. 2007, 46, 7509-7512
278	Barder, T.E.; Buchwald, S.L.	Insights into Amine Binding to Biaryl Phosphine Palladium Oxidative Addition Complexes and Reductive Elimination from Biaryl Phosphine Arylpalladium Amido Complexes via Density Functional Theory	J. Am. Chem. Soc. 2007, 129, 12003-12010
277	Surry, D.S.; Buchwald, S.L.	Selective Palladium-Catalyzed Arylation of Ammonia: Synthesis of Anilines as well as Symmetrical and Unsymmetrical Di- and Triarylamines	J. Am. Chem. Soc. 2007, 129, 10354-10355
276	Martin, R.; Larsen, C.H.; Cuenca, A.; Buchwald, S.L.	Cu-catalyzed Tandem C–N Bond Formation for the Synthesis of Pyrroles and Heteroarylpyrroles	Org. Lett. 2007, 9, 3379-3382
275	Biscoe, M. R.; Barder, T.E.; Buchwald, S.L.	Electronic Effects on the Selectivity of Pd-Catalyzed C-N Bond-Forming Reactions Using Biarylphospine Ligands: The Competitive Roles of Amine Binding and Acidity	Angew. Chem., Int. Ed. 2007, 46, 7232-7235
274	Altman, R. A.; Koval, E.D.; Buchwald, S.L.	The Copper-Catalyzed N-Arylation of Imidazoles and Benzimidazoles	J. Org. Chem. 2007, 72, 6190-6199
273	Billingsley, K.; Barder, T.E.; Buchwald, S.L.	Palladium-Catalyzed Borylation of Aryl Chlorides: Scope, Applications and Computational Studies	Angew. Chem., Int. Ed. 2007, 46, 5359-5363
272	Martin, R.; Buchwald, S.L.	Pd-catalyzed Kumada-Corriu Cross-Coupling Reactions at Low Temperatures Allow the use of Knochel-type Grignard Reagents	J. Am. Chem. Soc. 2007, 129, 3844-3845
271	Shafir, A.; Lichtor, P.A.; Buchwald, S.L.	N- vs. O-Arylation of Aminoalcohols: Orthogonal Selectivity in Copper-Based Catalysts	J. Am. Chem. Soc. 2007, 129, 3490-3491
270	Rodriguez Rivero, M.; Buchwald, S.L.	Copper-Catalyzed Vinylation of Hydrazides. A Regioselective Entry to Highly-Substituted Pyrroles	Org. Lett. 2007, 9, 973-976
269	Altman, R. A.; Buchwald, S.L.	Cu-Catalyzed N- and O-Arylation of 2-, 3- and 4-Hydroxypyridines and Hydroxyquinolines	Org. Lett. 2007, 9, 643-646
268	Billingsley, K.; Buchwald, S.L.	Highly Efficient Monophosphine-Based Catalyst for the Palladium-Catalyzed Suzuki-Miyaura Reaction of Heteroaryl Halides and Heteroaryl Boronic Acids and Esters	J. Am. Chem. Soc. 2007, 129, 3358-3366
267	Barder, T.E.; Buchwald, S.L.	Rationale Behind the Resistance of Dialkylbiaryl Phosphines Toward Oxidation by Molecular Oxygen	J. Am. Chem. Soc. 2007, 129, 5096-5101
266	Barder, T.E.; Biscoe, M.R.; Buchwald, S.L	Structural Insights into Active Catalyst Structures, Oxidative Addition and Amine Binding to Biaryl Phosphine-Palladium Complexes via Density Functional Theory and Experimental Studies	Organometallics 2007, 26, 2183-2192
265	Barder, T.E.; Buchwald, S.L.	Benchtop Monitoring of Reaction Progress via Reversible Fluorescent Sensors by a Handheld UV Lamp: In Situ Sensing of Boronic Acids in the Suzuki-Miyaura Reaction	Org. Lett. 2007, 9 ,137-139
264	Murphy, E.R.; Martinelli, J.R.; Zaborenko, N.; Buchwald, S.L.; Jensen, K.F.	Accelerating Reactions with Microreactors at Elevated Temperatures and Pressures: Profiling Aminocarbonlation Reactions	Angew. Chem., Int. Ed. 2007, 46, 1734-1737