Tetrabutylammonium Fluoride (TBAF)-Catalyzed Addition of Substituted Trialkylsilylalkynes to Aldehydes, Ketones, and Trifluoromethyl Ketones

VR Chintareddy, K Wadhwa…

Index: Chintareddy, Venkat Reddy; Wadhwa, Kuldeep; Verkade, John G. Journal of Organic Chemistry, 2011 , vol. 76, # 11 p. 4482 - 4488

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Citation Number: 29

Abstract

Herein we report that tetrabutylammonium fluoride (TBAF) is a very efficient catalyst for the addition of trialkylsilylalkynes to aldehydes, ketones, and trifluoromethyl ketones in THF solvent at room temperature. The reaction conditions are mild and operationally simple, and a variety of aryl functional groups, such as chloro, trifluoromethyl, bromo, and fluoro groups, are tolerated. Impressively, using our protocol, useful CF3-bearing tertiary propargylic ...