Application of alkoxy?螃?6??sulfanenitriles as strong alkylating reagents

…, T Fujii, T Dong, Y Wakai, T Yoshimura

Index: Hao, Wei; Fujii, Takayoshi; Dong, Tiaoling; Wakai, Youko; Yoshimura, Toshiaki Heteroatom Chemistry, 2004 , vol. 15, # 3 p. 193 - 198

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Abstract

Abstract Alkoxy-λ 6-sulfanenitriles were found to be versatile alkylating reagents toward various nucleophiles bearing at least one proton such as methanol, phenol, thiophenols, carboxylic acids, p-toluenesulfonic acid, hydrochloric acid, and primary and secondary amines. Reactivity of the alkoxy group of the λ 6-sulfanenitriles showed an opposite trend to the usual SN 2 character, ie Me (1a), Pr (1b), and Bu (1d)≪ i-Pr (1c). In the presence of p- ...

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