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

Kalanidhi Palanichamy; Sankar R. Suravarapu; Krishna P. Kaliappan

doi:10.1055/s-0031-1289763

Synthesis, Table of Contents

Synthesis 2012; 44(12): 1841-1848
DOI: 10.1055/s-0031-1289763

special topic

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

Abstract

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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.

Key words

multicomponent reactions - copper - alkynes - azides - glycosides - glycosylations - heterocycles

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References

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