Cyclization of 1-Bromo-2,7-and 1-Bromo-2,8-Enynes mediated by indium

  • Lee, PH
  • Kim, S
  • Lee, K
  • Seomoon, D
  • Kim, H
  • 외 5명
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WEB OF SCIENCE

27
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32

초록

[Graphics] The cyclization of 1-bromo-2,7- and 1-bromo-2,8-enynes mediated by indium in DMF produced five- and six-membered cyclic compounds. Although KI was a necessary additive in the cyclization of terminal 1-bromo-2,7-enynes to give the desired products at 25degreesC, reactions of terminal 1-bromo-2,8-enynes and internal 1-bromo-2,7-enynes with indium proceeded at 100degreesC in DMF without KI. After cyclizations, subsequent cross-coupling reaction and iodolysis increase the usefulness of this reaction.

키워드

CROSS-COUPLING REACTIONSCARBON TRIPLE BONDSREFORMATSKY REACTIONALPHA,BETA-UNSATURATED KETONESCYCLOPENTENE ANNULATIONFUNCTIONALIZED ALKYNESBETA-HYDROXYESTERSORGANIC-REACTIONSEFFICIENT METHODARYL HALIDES
제목
Cyclization of 1-Bromo-2,7-and 1-Bromo-2,8-Enynes mediated by indium
저자
Lee, PHKim, SLee, KSeomoon, DKim, HLee, SKim, MHan, MNoh, KLivinghouse, T
DOI
10.1021/ol048175r
발행일
2004-12-23
유형
Article
저널명
Organic Letters
6
26
페이지
4825 ~ 4828