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O. ISOTHIOCYANATO CINNAMALDEHYDE - A USEFUL INTERMEDIATE FOR HETEROCYCLIC SYNTHESES
Authors:Roy Hull
Affiliation:Department of Chemistry , Imperial Chemical Industries Limited , Pharmaceuticals Division, Mereside, Alderley Park, Macclesfield, Cheshire, SK10 ATG, England
Abstract:Abstract

Reaction of isothiocyanato cinnamaldehyde - (1), a scission product from quinoline and thiophosgene, with diethyl sodiomalonate gives 3-formylquinoline-2-thione (2). This compound has been used as an intermediate in the synthesis of thieno [2,3-b]quinolines, isothiazolo [5,4-b]quinoline and some 2,3-substituted quinolines. A review will be given of other di- and tri-cycles which may be obtained from the aldehyde (1) and thione (2).
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