Alkynylation of halo pyrimidines under Pd/C–copper catalysis: regioselective synthesis of 4- and 5-alkynylpyrimidines

5-Bromo-4-chloro-6-methylpyrimidines underwent facile Pd/C–Cu catalyzed coupling reactions with a variety of terminal alkynes, which resulted in the corresponding 4-alkynyl-5-bromopyrimidines, regioselectively, with good yields. 4-Chloro-5-iodo-6-methylpyrimidine, however, yielded the corresponding...

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Bibliographic Details
Published in:Tetrahedron letters 2006-06, Vol.47 (23), p.3923-3928
Main Authors: Pal, Manojit, Batchu, Venkateswara Rao, Swamy, Nalivela Kumara, Padakanti, Srinivas
Format: Article
Language:English
Subjects:
4-Alkynyl-5-bromopyrimidine
5-Bromo-4-chloro-6-methylpyrimidine
Palladium catalyst
Terminal alkynes
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Summary:5-Bromo-4-chloro-6-methylpyrimidines underwent facile Pd/C–Cu catalyzed coupling reactions with a variety of terminal alkynes, which resulted in the corresponding 4-alkynyl-5-bromopyrimidines, regioselectively, with good yields. 4-Chloro-5-iodo-6-methylpyrimidine, however, yielded the corresponding 5-alkynyl-4-chloropyrimidines under the same reaction conditions.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2006.03.159