4.4 Article

A new domino Knoevenagel-hetero-Diels-Alder reaction: an efficient catalyst-free synthesis of novel thiochromone-annulated thiopyranocoumarin derivatives in aqueous medium

Journal

TETRAHEDRON
Volume 66, Issue 45, Pages 8615-8622

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2010.09.048

Keywords

Domino reaction; Knoevenagel-hetero-Diels-Alder; O-acrylated salicylaldehyde; Aqueous medium; 3,4-Dihydrocoumarine; Thiopyran

Funding

  1. Research Council of Sharif University of Technology

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An efficient catalyst-free synthesis of novel pentacyclic thiochromone-annulated thiopyranocoumarin derivatives is achieved via domino Knoevenagel-hetero-Diels-Alder reaction of 4-hydroxy dithiocoumarin and O-acrylated salicylaldehyde derivatives in H2O as solvent. The products are formed in good yields with high regio- and stereo-selectivity. (C) 2010 Elsevier Ltd. All rights reserved.

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