Bismuth(III)-Catalyzed Oxidative Cross-Coupling of 3-Hydroxycarbazoles with Arenols under an Oxygen Atmosphere

Kengo Kasama; Yuta Koike; Haoyang Dai; Takayuki Yakura

doi:10.1021/acs.orglett.3c02211

Bismuth(III)-Catalyzed Oxidative Cross-Coupling of 3-Hydroxycarbazoles with Arenols under an Oxygen Atmosphere

Kengo Kasama^*, Yuta Koike, Haoyang Dai, Takayuki Yakura^*

^*Corresponding author for this work

Synthetic and Biomolecular Organic Chemistry

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

Abstract

A Bi(OTf)₃-catalyzed oxidative cross-coupling reaction of 3-hydroxycarbazoles with arenols was developed under mild conditions. Both substrates were used in a 1:1 molar ratio in the presence of a catalytic amount of Bi(OTf)₃. The reaction was carried out under an oxygen atmosphere at 30 °C to afford C₁-symmetric hydroxybiaryls in good yields (up to 94%) with high chemo- and regioselectivity.

Original language	English
Pages (from-to)	6501-6505
Number of pages	5
Journal	Organic Letters
Volume	25
Issue number	35
DOIs	https://doi.org/10.1021/acs.orglett.3c02211
State	Published - 2023/09/08

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/acs.orglett.3c02211

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title = "Bismuth(III)-Catalyzed Oxidative Cross-Coupling of 3-Hydroxycarbazoles with Arenols under an Oxygen Atmosphere",

abstract = "A Bi(OTf)3-catalyzed oxidative cross-coupling reaction of 3-hydroxycarbazoles with arenols was developed under mild conditions. Both substrates were used in a 1:1 molar ratio in the presence of a catalytic amount of Bi(OTf)3. The reaction was carried out under an oxygen atmosphere at 30 °C to afford C1-symmetric hydroxybiaryls in good yields (up to 94%) with high chemo- and regioselectivity.",

author = "Kengo Kasama and Yuta Koike and Haoyang Dai and Takayuki Yakura",

note = "Publisher Copyright: {\textcopyright} 2023 American Chemical Society.",

year = "2023",

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doi = "10.1021/acs.orglett.3c02211",

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AU - Kasama, Kengo

AU - Koike, Yuta

AU - Dai, Haoyang

AU - Yakura, Takayuki

PY - 2023/9/8

Y1 - 2023/9/8

N2 - A Bi(OTf)3-catalyzed oxidative cross-coupling reaction of 3-hydroxycarbazoles with arenols was developed under mild conditions. Both substrates were used in a 1:1 molar ratio in the presence of a catalytic amount of Bi(OTf)3. The reaction was carried out under an oxygen atmosphere at 30 °C to afford C1-symmetric hydroxybiaryls in good yields (up to 94%) with high chemo- and regioselectivity.

AB - A Bi(OTf)3-catalyzed oxidative cross-coupling reaction of 3-hydroxycarbazoles with arenols was developed under mild conditions. Both substrates were used in a 1:1 molar ratio in the presence of a catalytic amount of Bi(OTf)3. The reaction was carried out under an oxygen atmosphere at 30 °C to afford C1-symmetric hydroxybiaryls in good yields (up to 94%) with high chemo- and regioselectivity.

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U2 - 10.1021/acs.orglett.3c02211

DO - 10.1021/acs.orglett.3c02211

M3 - 学術論文

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AN - SCOPUS:85170295240

SN - 1523-7060

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JO - Organic Letters

JF - Organic Letters

IS - 35

ER -

Bismuth(III)-Catalyzed Oxidative Cross-Coupling of 3-Hydroxycarbazoles with Arenols under an Oxygen Atmosphere

Abstract

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