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Synlett 2014; 25(09): 1302-1306
DOI: 10.1055/s-0033-1341080
DOI: 10.1055/s-0033-1341080
letter
Direct Guanylation of Amino Groups by Cyanamide in Water: Catalytic Generation and Activation of Unsubstituted Carbodiimide by Scandium(III) Triflate
Further Information
Publication History
Received: 13 February 2014
Accepted after revision: 05 March 2014
Publication Date:
07 April 2014 (online)
Abstract
Guanylation proceeded efficiently upon treatment of the various amines with cyanamide in the presence of catalytic amounts of scandium(III) triflate under mild conditions. The method did not require the guanylation reagents to be preactivated, and the reaction proceeded efficiently in water. The method, therefore, has practical utility for substrates that dissolve only in aqueous solutions, for example, peptides or pharmacologically important compounds.
Supporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synlett.
- Supporting Information
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Representative reviews for recent guanlyation, see: