Synthesis 2019; 51(04): 921-932
DOI: 10.1055/s-0037-1610664
paper
© Georg Thieme Verlag Stuttgart · New York

Catalyst-Free, Metal-Free, and Chemoselective Transamidation of Activated Secondary Amides

Rajagopal Ramkumar
,
Department of Organic Chemistry, Indian Institute of Science, Bangalore 560012, India   Email: scn@iisc.ac.in
› Author Affiliations
R.R. thanks the University Grants Commission, India for a fellowship under Dr. D. S. Kothari Postdoctoral Scheme (No. CH/14-15/0132). SCN thanks Indian National Science Academy, New Delhi for the award of INSA Distinguished Professorship.
Further Information

Publication History

Received: 04 September 2018

Accepted after revision: 21 September 2018

Publication Date:
18 October 2018 (eFirst)

Abstract

A simple protocol, which is catalyst-free, metal-free, and chemoselective, for transamidation of activated secondary amides in ethanol as solvent under mild conditions is reported. A wide range of amines, amino acids, amino alcohols, and the substituents, which are problematic in catalyzed transamidation, are tolerated in this methodology. The transamidation reaction was successfully extended to water as the medium as well. The present methodology appears to be better than the other catalyzed transamidations reported recently.

Supporting Information

 
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