N-Vinylpyridinium and -ammonium Tetrafluoroborate Salts: New Electrophilic Coupling Partners for Pd(0)-Catalyzed Suzuki Cross-Coupling Reactions

Keith R. Buszek* and Neil Brown

*Department of Chemistry, University of Missouri, 205 Spencer Chemical Laboratories, 5100 Rockhill Road, Kansas City, Missouri 64110, Email: buszekkumkc.edu

K. R. Buszek, N. Brown, Org. Lett., 2007, 9, 707-710.

DOI: 10.1021/ol063027h

Abstract

N-Vinylpyridinium and -trialkylammonium tetrafluoroborate salts represent a new class of electrophilic coupling partner for Pd(0)-catalyzed Suzuki cross-coupling reactions with various boronic acids in high yields. The crystalline, air-stable, and nonhygroscopic salts are easily prepared from activated acetylenes and pyridinium or trialkylammonium tetrafluoroborates.

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Key Words

Suzuki Coupling, Enones, Arylation, Dienes, Microwave Synthesis

ID: J54-Y2007-0640