A. S. Golubev, I. M. Golubev, P. N. Ostapchuk, T. V. Strelkova, K. Yu. Suponitsky, N. D. Chkanikov
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A convenient method for the synthesis of poorly studied 4-(trifluoromethyl)thiocoumarins from 1-[2-(tert-butylthio)phenyl]-2,2,2-trifluoroethanones was developed. Thiopyranone core of 4-(trifluoromethyl)thiocoumarins was constructed by S-acylation of 1-[2-(tert-butylthio)phenyl]-2,2,2-trifluoroethanones with bromoacetyl bromide followed by treatment with triphenylphosphine to give the phosphonium salt and subsequent intramolecular Wittig reaction. S-Acylation of these substrates with acetyl chlorides bearing active methylene group and subsequent intramolecular Knövenagel condensation gave 3-substituted 4-(trifluoromethyl)thiocoumarins.
期刊介绍:
Publishing nearly 500 original articles a year, by leading Scientists from Russia and throughout the world, Russian Chemical Bulletin is a prominent international journal. The coverage of the journal spans practically all areas of fundamental chemical research and is presented in five sections:
General and Inorganic Chemistry;
Physical Chemistry;
Organic Chemistry;
Organometallic Chemistry;
Chemistry of Natural Compounds and Bioorganic Chemistry.