Palladium-Catalyzed Reactions of Terminal Acetylenes and Olefins with Halo-1, 3-azoles

The palladium-catalyzed reactions of 4-bromo-and 5-bromothiazoles, as well as 4-bromo-and 5-bromooxazoles with terminal acetylenes gave ethynyl derivatives in 43-89% yields, whereas the reactions of 2-bromothiazoles and iodo-N-methylimidazoles afforded the products in poor yields. The reaction of th...

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Published inChemical & pharmaceutical bulletin Vol. 35; no. 2; pp. 823 - 828
Main Authors SAKAMOTO, TAKAO, NAGATA, HIDEO, KONDO, YOSHINORI, SHIRAIWA, MASAFUMI, YAMANAKA, HIROSHI
Format Journal Article
LanguageEnglish
Published Tokyo The Pharmaceutical Society of Japan 1987
Maruzen
Japan Science and Technology Agency
Subjects
bromooxazole
bromothiazole
Chemistry
ethenyl-N-methylimidazole
ethenyloxazole
ethenylthiazole
ethynyl-N-methylimidazole
ethynyloxazole
ethynylthiazole
Exact sciences and technology
Heterocyclic compounds
iodo-N-methylimidazole
Miscellaneous
Organic chemistry
palladium-catalyzed reaction
Preparations and properties
Alkynylation
Sulfur nitrogen heterocycle
Five membered ring
Acetylenic compound
Nitrogen heterocycle
Palladium Complexes
Copper I Iodides
Ethylenic compound
Chemical substitution
Vinylation
Oxygen nitrogen heterocycle
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Summary:The palladium-catalyzed reactions of 4-bromo-and 5-bromothiazoles, as well as 4-bromo-and 5-bromooxazoles with terminal acetylenes gave ethynyl derivatives in 43-89% yields, whereas the reactions of 2-bromothiazoles and iodo-N-methylimidazoles afforded the products in poor yields. The reaction of the halo-1, 3-azoles with terminal olefins was also examined.
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.35.823