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

Masayukt Iwasaki; Hideki Yorimttsu; Koiehiro Oshima

doi:10.1246/bcsj.82.249

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

Masayukt Iwasaki, Hideki Yorimttsu, Koiehiro Oshima

Research output: Contribution to journal › Article › peer-review

17 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 language	English
Pages (from-to)	249-253
Number of pages	5
Journal	Bulletin of the Chemical Society of Japan
Volume	82
Issue number	2
DOIs	https://doi.org/10.1246/bcsj.82.249
Publication status	Published - Mar 24 2009
Externally published	Yes

ASJC Scopus subject areas

Chemistry(all)

Access to Document

10.1246/bcsj.82.249

Cite this

@article{df9ce38741744b1fa6216619f6359650,

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

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.",

author = "Masayukt Iwasaki and Hideki Yorimttsu and Koiehiro Oshima",

year = "2009",

month = mar,

day = "24",

doi = "10.1246/bcsj.82.249",

language = "English",

volume = "82",

pages = "249--253",

journal = "Bulletin of the Chemical Society of Japan",

issn = "0009-2673",

publisher = "Chemical Society of Japan",

number = "2",

}

TY - JOUR

T1 - Synthesis of prenylarenes and related (multisubstituted allyl)arenes from aryl halides and homoallyl alcohols via palladium-catalyzed retro-allylation

AU - Iwasaki, Masayukt

AU - Yorimttsu, Hideki

AU - Oshima, Koiehiro

PY - 2009/3/24

Y1 - 2009/3/24

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.

UR - http://www.scopus.com/inward/record.url?scp=62549103403&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=62549103403&partnerID=8YFLogxK

U2 - 10.1246/bcsj.82.249

DO - 10.1246/bcsj.82.249

M3 - Article

AN - SCOPUS:62549103403

SN - 0009-2673

VL - 82

SP - 249

EP - 253

JO - Bulletin of the Chemical Society of Japan

JF - Bulletin of the Chemical Society of Japan

IS - 2

ER -

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

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this