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Brominated 4‐(Trifluoromethyl)pyrimidines: A Convenient Access to Versatile Intermediates
Author(s) -
Ondi Levente,
Lefebvre Olivier,
Schlosser Manfred
Publication year - 2004
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.200400209
Subject(s) - chemistry , trifluoromethyl , pyrimidinones , tribromide , halogen , electrophile , trifluoromethylation , organic chemistry , pyrimidine , halogenation , bromine , combinatorial chemistry , medicinal chemistry , stereochemistry , catalysis , alkyl
An expedient route to all three monobrominated and all three dibrominated isomers of 4‐(trifluoromethyl)pyrimidine, and to several other halogenated pyrimidines, is described. Key steps are the electrophilic introduction of the halogen in the 5‐position of 2‐ or 4‐pyrimidinones, the bromodeoxygenation of pyrimidinones or thiopyrimidinones using phosphorus tribromide, and the partial debromination of dibromo‐4‐(trifluoromethyl)pyrimidines. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)