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DOI: 10.1055/s-0030-1258261
Green Synthesis of Benzopyran-Annulated Thiopyrano[2,3-b]thiochromen-5(4H)-ones by Domino Knoevenagel-Hetero-Diels-Alder Reaction
Publikationsverlauf
Publikationsdatum:
17. September 2010 (online)

Abstract
Benzopyran-annulated thiopyrano[2,3-b]thiochromen-5(4H)-ones have been synthesized by the domino Knoevenagel-hetero-Diels-Alder (DKHDA) reaction of 4-hydroxydithiocoumarin with O-allylated salicylaldehyde and O-propargylated salicylaldehyde in aqueous medium. The reaction requires only a single step operation and is highly regio- and stereoselective providing potentially bioactive polycyclic heterocycles in high yields.
Key words
aqueous medium - domino Knoevenagel-hetero-Diels-Alder reaction - stereoselective - regioselective - 4-hydroxydithiocoumarin
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References
CCDC 778351 contains the supplementary
crystallographic data for compound 5a.
These data can be obtained free of charge at www.ccdc.cam.ac.uk/conts/retrieving.html
[or from
the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge
CB2 1EZ, UK; fax: +44(1223)336033,
E-mail: deposit@ccdc.cam.ac.uk].