Mechanistic Considerations of the Catalytic Guanylation Reaction of Amines with Carbodiimides for Guanidine Synthesis
Mechanistic Considerations of the Catalytic Guanylation Reaction of Amines with Carbodiimides for Guanidine Synthesis
复制标题
胺与碳二亚胺催化鸟苷化反应合成胍的机理思考
DOI：
10.1021/acs.organomet.5b00251
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发表时间：
2015-05-25
期刊：
影响因子：
2.8
通讯作者：
Xi, Zhenfeng
中科院分区：
文献类型：
--
作者：
Xu, Ling;Zhang, Wen-Xiong;Xi, Zhenfeng
Catalytic guanylation reactions of amines with carbodiimides have received increasing attention because of the atom-economical preparation of guanidines since 2003. To date, more than 40 catalysts including transition metals, main-group metals, and rare-earth metals have been designed and tested for the guanylation reaction to construct acyclic and cyclic guanidines. In this review, we present a mechanistic consideration on catalytic guanylation reactions of amines with carbodiimides for guanidine synthesis to elucidate its development and importance. Four different types of reaction mechanisms have been well categorized: [2 + 2]-cycloaddition/protonation, insertion/protonation, activation of carbodiimide/nucleophilic addition/intramolecular protonation, and protonation/nucleophilic addition/disassociation. It is useful to understand these reaction processes in order to accelerate the rapid development in related areas to meet the growing need for guanidines.
