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Letter

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

Supporting Info

Keith R. Buszek*^†^‡^§ and Neil Brown^‡^§

Department of Chemistry, Kansas State University, 111 Willard Hall, Manhattan, Kansas 66506, Center for Chemical Methods and Library Design, University of Kansas, 1501 Wakarusa Drive Lawrence, Kansas 66047, and Department of Chemistry, University of Missouri, 205 Spencer Chemical Laboratories, 5100 Rockhill Road, Kansas City, Missouri 64110

Org. Lett., 2007, 9 (4), pp 707–710

DOI: 10.1021/ol063027h

Publication Date (Web): January 25, 2007

To whom correspondence should be addressed. Current address: University of MissouriKansas City.

†

Kansas State University.

‡

University of Kansas.

University of MissouriKansas City.

, buszekk@umkc.edu

Abstract

N-Vinylpyridinium and -trialkylammonium tetrafluoroborate salts represent a new class of electrophilic coupling partner for Pd(0)-catalyzed Suzuki cross-coupling reactions and give very good to excellent yields of products with a wide range of boronic acids. The salts are easily prepared from activated acetylenes and pyridinium or trialkylammonium tetrafluoroborates to form crystalline, air-stable, and nonhygroscopic crystals.

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Published In Issue February 15, 2007
Received December 14, 2006

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Letter

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

Abstract

Tools

SciFinder Links

History

Recommend & Share

Related Content

Alkyl−Alkyl Suzuki Cross-Couplings of Unactivated Secondary Alkyl Halides at Room Temperature

Boronic Acids: New Coupling Partners in Room-Temperature Suzuki Reactions of Alkyl Bromides. Crystallographic Characterization of an Oxidative-Addition Adduct Generated under Remarkably Mild Conditions

Effect of TMEDA on Iron-Catalyzed Coupling Reactions of ArMgX with Alkyl Halides

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