Insertion of Arynes into Thioureas: A New Amidine Synthesis

被引:86
作者
Biswas, Kallolmay [1 ]
Greaney, Michael F. [1 ]
机构
[1] Univ Edinburgh, Sch Chem, Edinburgh EH9 3JJ, Midlothian, Scotland
基金
英国工程与自然科学研究理事会;
关键词
BENZYNE; AMIDES;
D O I
10.1021/ol202049v
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Arynes, generated from trimethylsilyl phenyltriflate precursors, have been found to react with thioureas via a formal pi-insertion into the C=S bond. The reaction contrasts with that of ureas, which proceeds via benzyne sigma-insertion into the C-N bond, and represents a new, operationally simple route to functionalized amidines.
引用
收藏
页码:4946 / 4949
页数:4
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