Über eine neue Methode zur positionsselektiven Einführung von Trifluormethyl-Gruppen in Heteroaromaten, Teil1. Synthese von trifluormethyl-substituierten 1,3-Azolen (Oxazole, Thiazole, Imidazole)
- 1 January 1988
- journal article
- research article
- Published by Georg Thieme Verlag KG in Synthesis
- Vol. 1988 (03) , 189-194
- https://doi.org/10.1055/s-1988-27509
Abstract
A New Method for Regioselective Introduction of Trifluoromethyl Groups into Heteroarenes; Part 1. Synthesis of Trifluoromethyl-substituted 1,3-Azoles (Oxazoles, Thiazoles, Imidazoles) The reaction of 4,4-bis(trifluoromethyl) -substituted hetero-1,3-dienes [N-(Hexafluoro-2-propylidene)carboxamides, -thiocarboxamides, and -amidines] with tin(II) chloride affords 5-fluoro-4-trifluoromethyl- oxazoles, -thiazoles, and -imidazoles, respectively. The reaction sequence involves heterocyclic tin(IV) compounds as intermediates.Keywords
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