Synthesis 2012; 44(12): 1841-1848
DOI: 10.1055/s-0031-1289763
special topic
© Georg Thieme Verlag Stuttgart · New York

An Efficient Copper-Catalyzed Three-Component Synthesis of 3-C-Linked Glycosyl Iminocoumarins

Kalanidhi Palanichamy
Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai 400 076, India, Fax: +91(22)25723480   Email: kpk@chem.iitb.ac.in
,
Sankar R. Suravarapu
Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai 400 076, India, Fax: +91(22)25723480   Email: kpk@chem.iitb.ac.in
,
Krishna P. Kaliappan*
Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai 400 076, India, Fax: +91(22)25723480   Email: kpk@chem.iitb.ac.in
› Author Affiliations
Further Information

Publication History

Received: 03 April 2012

Accepted: 10 April 2012

Publication Date:
10 May 2012 (online)


Abstract

An efficient general strategy was developed for the synthesis of previously unknown 3-C-linked glycosyl iminocoumarins. The strategy involves a copper-catalyzed multicomponent reaction of sugar-derived alkynes with tosyl azide and salicylaldehyde to give a diverse array of glycosyl iminocoumarins in good yields. These compounds can serve as appropriate precursors for the synthesis of the corresponding coumarin 3-C-glycosides.

Supporting Information