Cleavage of C-N bonds in guanidine derivatives and its relevance to efficient C-N bonds formation

被引:10
作者
Chang, Denghu [1 ]
Zhu, Dan [1 ]
Zou, Peng [1 ]
Shi, Lei [1 ]
机构
[1] Harbin Inst Technol, Acad Fundamental & Interdisciplinary Sci, Inst Organ Chem, Harbin 150080, Peoples R China
关键词
Carbon-nitrogen bonds cleavage; Carbon monoxide; Copper(II) carboxylates; Palladium; Anilides formation; INTRAMOLECULAR AMINOCYANATION; TRANSAMINATION; ALKENES;
D O I
10.1016/j.tet.2015.01.050
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Efficient nonenzymatic decomposition of guanidine derivatives with high structural and functional diversity into anilide products is achieved in the presence of Pd-II/Cu(II) carboxylates/CO, relying on a dual C-N bonds cleavage strategy. In this decomposition process, the cooperative action of Pd-II species, Cu(II) carboxylates, and CO provides not only the N-acylating agents but also an initiator to trigger this C-N bonds cleavage sequence. The current results indicate that Pd-II/Cu(II) carboxylates/CO system provides a convenient and practical method for highly selective cleavage of unreactive C-N single bonds. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1684 / 1693
页数:10
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