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TBAF-Catalysed silver oxide-mediated cross-coupling of functional trimethysilylpyridines: access to arylpyridines and bihetaryl compounds†‡
Frédéric Louërat,Heather Tye,Spencer Napier,Michael Garrigou,Mark Whittaker,Philippe C. Gros
Organic & Biomolecular Chemistry Pub Date : 01/24/2011 00:00:00 , DOI:10.1039/C0OB00710B
Abstract

The concomitant use of silver oxide and catalytic amount of TBAF allowed the efficient and chemoselective coupling of readily available 4-chloro- and 4-methyl-2-trimethyl-silyl-pyridines with heteroaromatic and aromatic halides. Based on control experiments, a mechanism involving the formation of a pyridylsilver intermediate and TBAF recycling is postulated.

Graphical abstract: TBAF-Catalysed silver oxide-mediated cross-coupling of functional trimethysilylpyridines: access to arylpyridines and bihetaryl compounds
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