Synthesis

Synthetic routes to N-Pmc-N′, N′′-disubstituted guanidines via EDCI-mediated guanylation of amines with N-Pmc-N′-substituted thioureas

S Flemer, JS Madalengoitia

文献索引：Flemer Jr., Stevenson; Madalengoitia, Jose S. Synthesis, 2007 , # 12 p. 1848 - 1860

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被引用次数: 8

摘要

Abstract An overview of the facile and high-yielding EDCI-mediated reaction of amines with N-Pmc-N′-alkyl thioureas to afford guanidines is presented, in which the general scope and limitations of the reaction are probed. It was found that the N-sulfonyl-N′-substituted thioureas cannot possess internal nucleophiles or disubstitution, and that the incoming amine must possess adequate nucleophilicity in order for the reaction to be viable. ...