RhI-Catalyzed Intramolecular Carbonylative C−H/C−I Coupling of 2-Iodobiphenyls Using Furfural as a Carbonyl Source

Takuma Furusawa; Tsumoru Morimoto; Yasuhiro Nishiyama; Hiroki Tanimoto; Kiyomi Kakiuchi

doi:10.1002/asia.201600802

Rh^I-Catalyzed Intramolecular Carbonylative C−H/C−I Coupling of 2-Iodobiphenyls Using Furfural as a Carbonyl Source

Takuma Furusawa, Tsumoru Morimoto^*, Yasuhiro Nishiyama, Hiroki Tanimoto, Kiyomi Kakiuchi

^*Corresponding author for this work

Biorecognition Chemistry

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

18 Scopus citations

Abstract

Synthesis of fluoren-9-ones by a Rh-catalyzed intramolecular C−H/C−I carbonylative coupling of 2-iodobiphenyls using furfural as a carbonyl source is presented. The findings indicate that the rate-determining step is not a C−H bond cleavage but, rather, the oxidative addition of the C−I bond to a Rh^I center.

Original language	English
Pages (from-to)	2312-2315
Number of pages	4
Journal	Chemistry - An Asian Journal
Volume	11
Issue number	16
DOIs	https://doi.org/10.1002/asia.201600802
State	Published - 2016/08/19

Keywords

C−H functionalization
carbonylation
fluoren-9-one
furfural
rhodium

ASJC Scopus subject areas

General Chemistry
Biochemistry
Organic Chemistry

Access to Document

10.1002/asia.201600802

Cite this

@article{28fb9ff374574c44bd48d6844dda5ad6,

title = "RhI-Catalyzed Intramolecular Carbonylative C−H/C−I Coupling of 2-Iodobiphenyls Using Furfural as a Carbonyl Source",

abstract = "Synthesis of fluoren-9-ones by a Rh-catalyzed intramolecular C−H/C−I carbonylative coupling of 2-iodobiphenyls using furfural as a carbonyl source is presented. The findings indicate that the rate-determining step is not a C−H bond cleavage but, rather, the oxidative addition of the C−I bond to a RhI center.",

keywords = "C−H functionalization, carbonylation, fluoren-9-one, furfural, rhodium",

author = "Takuma Furusawa and Tsumoru Morimoto and Yasuhiro Nishiyama and Hiroki Tanimoto and Kiyomi Kakiuchi",

note = "Publisher Copyright: {\textcopyright} 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim",

year = "2016",

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language = "英語",

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journal = "Chemistry - An Asian Journal",

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T1 - RhI-Catalyzed Intramolecular Carbonylative C−H/C−I Coupling of 2-Iodobiphenyls Using Furfural as a Carbonyl Source

AU - Furusawa, Takuma

AU - Morimoto, Tsumoru

AU - Nishiyama, Yasuhiro

AU - Tanimoto, Hiroki

AU - Kakiuchi, Kiyomi

PY - 2016/8/19

Y1 - 2016/8/19

N2 - Synthesis of fluoren-9-ones by a Rh-catalyzed intramolecular C−H/C−I carbonylative coupling of 2-iodobiphenyls using furfural as a carbonyl source is presented. The findings indicate that the rate-determining step is not a C−H bond cleavage but, rather, the oxidative addition of the C−I bond to a RhI center.

AB - Synthesis of fluoren-9-ones by a Rh-catalyzed intramolecular C−H/C−I carbonylative coupling of 2-iodobiphenyls using furfural as a carbonyl source is presented. The findings indicate that the rate-determining step is not a C−H bond cleavage but, rather, the oxidative addition of the C−I bond to a RhI center.

KW - C−H functionalization

KW - carbonylation

KW - fluoren-9-one

KW - furfural

KW - rhodium

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U2 - 10.1002/asia.201600802

DO - 10.1002/asia.201600802

M3 - 学術論文

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EP - 2315

JO - Chemistry - An Asian Journal

JF - Chemistry - An Asian Journal

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