Nucleophilic aromatic substitution using Et3SiH/cat. t-Bu-P4 as a system for nucleophile activation

…, M Yonemoto, M Hashimoto, AEH Wheatley…

Index: Ueno, Masahiro; Yonemoto, Misato; Hashimoto, Masahiro; Wheatley, Andrew E. H.; Naka, Hiroshi; Kondo, Yoshinori Chemical Communications, 2007 , # 22 p. 2264 - 2266

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Citation Number: 3

Abstract

The nucleophilic aromatic substitution (S N Ar) reaction is one of the most fundamental transformations in synthetic organic chemistry. 1 Various nucleophiles , such as alcohols , phenols , amines , and 1,3-dicarbonyl compounds, have been employed for the reaction. Traditionally, highly reactive bases such as NaH, t-BuOKetc. have been utilized to deprotonate nucleophiles and so generate reactive anions. The stoichiometric use of bases has been regarded as essential for ...