Zn(OTf)2-catalyzed addition of amines to carbodiimides: efficient synthesis of guanidines and unpredicted formation of Zn–N amido species?

Organic & Biomolecular Chemistry Pub Date: 2010-02-08 DOI: 10.1039/B923249B

Abstract

Zn(OTf)2 acts as an excellent catalyst precursor for addition of various amine N–H bonds to carbodiimides under an atmosphere of air, offering a convenient synthesis of substituted guanidines with high functional-group tolerance. A Zn–N amido species is shown to act as the active species.

Graphical abstract: Zn(OTf)2-catalyzed addition of amines to carbodiimides: efficient synthesis of guanidines and unpredicted formation of Zn–N amido species
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