Über eine neue Methode zur positionsselektiven Einführung von Trifluormethyl-Gruppen in Heteroaromaten, Teil 3.1Lineare und angulare Verknüpfung von Ringsystemen sowie Herstellung anellierter trifluormethyl-substituierter Fünfring-Heterocyclen.
- 1 January 1988
- journal article
- research article
- Published by Georg Thieme Verlag KG in Synthesis
- Vol. 1988 (03) , 199-203
- https://doi.org/10.1055/s-1988-27511
Abstract
A New Method for Regioselective Introduction of Trifluoromethyl Groups into Heteroarenes; Part 3. Formation of Linearly and Angularly Coupled Ring Systems and Synthesis of Ring-fused Trifluoromethyl-1,3-azoles. Treatment of 4,4-bis(trifluoromethyl)-substituted hetero-1,3-dienes such as N-(hexafluoroisopropylidene)carboxamides, -thiocarboxamides, and (open-chain or hemicyclic) -amidines [e.g., 2-(hexafluoroisopropylidenamino) pyridines] with tin(II) chloride provides a new strategy for synthesis of coupled ring systems containing at least one 1,3-azole ring and of trifluoromethyl-substituted heterocyclic-fused 1,3-azoles such as imidazo[1,2-a]pyridines, imidazo[2,1-a]isoquinolines, imidazo [1,2-c]-pyrimidines, imidazo[1,2-a]pyrazines, imidazo[2,1-b]benzothiazoles, and imidazo[1,2-b][1,2,4]triazines.Keywords
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