N-sulfonylamidines. Part III. A new rearrangement reaction of N-alkylsulfonyl-amidines: Synthesis of enamines, β-aminosulfonyl-enamines and 4H-thiazete-S,S-dioxides.
作者:Francesca Clerici、Donato Pocar、Antonella Rozzi
DOI:10.1016/s0040-4020(01)96105-8
日期:1991.3
N-alkylsulfonylamidines (1) ( a new class of amidines) rearrange by intramolecular attack of the carbanion generated α to the SO2 group on the amidine carbon. Through a cyclic thiazetidine intermediate three main classes of compounds are formed, i.e. enamines (), β-aminosulfonylenamines () and 4H-thiazete-S,S-dioxides (). In the rearrangement products and the two carbon moieties of the amidine formerly linked to
在与二异丙基氨基锂反应时,N-烷基磺酰lam(1)(一种新型am)由于碳负离子的分子内攻击而重排,从而在α碳上生成α到SO 2基团。通过环状噻唑烷中间体,形成三类主要化合物,即烯胺(),β-氨基磺酰亚胺()和4H-噻嗪-S,S-二氧化物()。在重排产物中,以前分别与N和S原子连接的am的两个碳部分连接在一起,并形成新的CC键。