Synthesis of prenylarenes and related (multisubstituted allyl)arenes from aryl halides and homoallyl alcohols via palladium-catalyzed retro-allylation

Masayuki Iwasaki, Hideki Yorimttsu, Koiehiro Oshima

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

The reactions of aryl halides with 2,3,3-trimethyl-4-penten-2-ol in the presence of a palladium catalyst result in prenyl transfer from the alcohol to aryl halides via retro-allylation, yielding prenylarenes. Other multisubstituted allyl groups such as the 2,3-dίmethyl-2-butenyl group are introduced to aromatic rings.

Original languageEnglish
Pages (from-to)249-253
Number of pages5
JournalBulletin of the Chemical Society of Japan
Volume82
Issue number2
DOIs
Publication statusPublished - 2009
Externally publishedYes

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Allylation
Palladium
Alcohols
Catalysts
prenyl

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

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abstract = "The reactions of aryl halides with 2,3,3-trimethyl-4-penten-2-ol in the presence of a palladium catalyst result in prenyl transfer from the alcohol to aryl halides via retro-allylation, yielding prenylarenes. Other multisubstituted allyl groups such as the 2,3-dίmethyl-2-butenyl group are introduced to aromatic rings.",
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T1 - Synthesis of prenylarenes and related (multisubstituted allyl)arenes from aryl halides and homoallyl alcohols via palladium-catalyzed retro-allylation

AU - Iwasaki, Masayuki

AU - Yorimttsu, Hideki

AU - Oshima, Koiehiro

PY - 2009

Y1 - 2009

N2 - The reactions of aryl halides with 2,3,3-trimethyl-4-penten-2-ol in the presence of a palladium catalyst result in prenyl transfer from the alcohol to aryl halides via retro-allylation, yielding prenylarenes. Other multisubstituted allyl groups such as the 2,3-dίmethyl-2-butenyl group are introduced to aromatic rings.

AB - The reactions of aryl halides with 2,3,3-trimethyl-4-penten-2-ol in the presence of a palladium catalyst result in prenyl transfer from the alcohol to aryl halides via retro-allylation, yielding prenylarenes. Other multisubstituted allyl groups such as the 2,3-dίmethyl-2-butenyl group are introduced to aromatic rings.

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U2 - 10.1246/bcsj.82.249

DO - 10.1246/bcsj.82.249

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JF - Bulletin of the Chemical Society of Japan

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