Silylboranes bearing dialkylamino groups on silicon as silylene equivalents: Palladium-catalyzed regioselective synthesis of 2, 4-disubstituted siloles

T Ohmura, K Masuda, M Suginome

Index: Ohmura, Toshimichi; Masuda, Kohei; Suginome, Michinori Journal of the American Chemical Society, 2008 , vol. 130, # 5 p. 1526 - 1527

Full Text: HTML

Citation Number: 49

Abstract

Silylpinacolboranes bearing dialkylamino groups on the silicon atom served as synthetic equivalents of silylene in palladium-catalyzed reactions with terminal alkynes, leading to the formation of 2, 4-disubstituted siloles in high yield. It was found that the amino group on the silicon atom was critically important for the reaction; no silole products were found in reactions using silylpinacolboranes carrying aryl, chloro, or alkoxy groups on the silicon ...