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One‐Pot Synthesis of Functionalized 3‐(Trifluoromethyl)phenols by [3+3] Cyclization of 1,3‐Bis(silyl enol ethers) with α,β‐Unsaturated Trifluoromethyl Ketones
Author(s) -
Mamat Constantin,
Pundt Thomas,
Tam Dang T. H.,
Klassen Renske,
Reinke Helmut,
Köckerling Martin,
Langer Peter
Publication year - 2008
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200700801
Subject(s) - chemistry , silylation , trifluoromethyl , enol , phenols , domino , organic chemistry , pyran , enol ether , medicinal chemistry , catalysis , alkyl
Functionalized 3‐(trifluoromethyl)phenols were prepared by formal [3+3] cyclization of 1,3‐bis(silyl enol ethers) with readily available open‐chained and cyclic α,β‐unsaturated trifluoromethyl ketones. The reaction of 3,4‐dihydro‐5‐(trifluoroacetyl)‐2 H ‐pyran with 1,3‐bis(silyl enol ethers) resulted in a domino process to give new functionalized dihydropyrans. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)