Cu-Catalyzed Synthesis of C-3 Dicarbonyl Indoles via Aerobic Oxidative Coupling of Acetophenones with Indoles

Shiyu Guo; Zhongxue Dai; Jiawei Hua; Wenjin Jiang; Zhao Yang; Zheng Fang; Kai Guo

doi:10.1002/ajoc.201700236

Cu-Catalyzed Synthesis of C-3 Dicarbonyl Indoles via Aerobic Oxidative Coupling of Acetophenones with Indoles

Shiyu Guo, Zhongxue Dai, Jiawei Hua, Wenjin Jiang, Zhao Yang, Zheng Fang, Kai Guo

COLLEGE OF BIOTECHNOLOGY AND PHARMACEUTICAL ENGINEERING

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

4 Scopus citations

Abstract

A Cu-catalyzed aerobic oxidative coupling of acetophenones with indoles has been developed, and is an efficient and practical C−H (sp³) functionalization approach to C-3 dicarbonyl indoles, using O₂ as the green oxidant. Moreover, a series of dicarbonyl indoles have been obtained smoothly and the plausible mechanism is proposed based on control experiments.

Original language	English
Pages (from-to)	1365-1369
Number of pages	5
Journal	Asian Journal of Organic Chemistry
Volume	6
Issue number	10
DOIs	https://doi.org/10.1002/ajoc.201700236
State	Published - Oct 2017

Keywords

acetophenones
aerobic oxidative coupling
copper
dicarbonyl indoles
synthetic methods

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10.1002/ajoc.201700236

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title = "Cu-Catalyzed Synthesis of C-3 Dicarbonyl Indoles via Aerobic Oxidative Coupling of Acetophenones with Indoles",

abstract = "A Cu-catalyzed aerobic oxidative coupling of acetophenones with indoles has been developed, and is an efficient and practical C−H (sp3) functionalization approach to C-3 dicarbonyl indoles, using O2 as the green oxidant. Moreover, a series of dicarbonyl indoles have been obtained smoothly and the plausible mechanism is proposed based on control experiments.",

keywords = "acetophenones, aerobic oxidative coupling, copper, dicarbonyl indoles, synthetic methods",

author = "Shiyu Guo and Zhongxue Dai and Jiawei Hua and Wenjin Jiang and Zhao Yang and Zheng Fang and Kai Guo",

note = "Publisher Copyright: {\textcopyright} 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim",

year = "2017",

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T1 - Cu-Catalyzed Synthesis of C-3 Dicarbonyl Indoles via Aerobic Oxidative Coupling of Acetophenones with Indoles

AU - Guo, Shiyu

AU - Dai, Zhongxue

AU - Hua, Jiawei

AU - Jiang, Wenjin

AU - Yang, Zhao

AU - Fang, Zheng

AU - Guo, Kai

PY - 2017/10

Y1 - 2017/10

N2 - A Cu-catalyzed aerobic oxidative coupling of acetophenones with indoles has been developed, and is an efficient and practical C−H (sp3) functionalization approach to C-3 dicarbonyl indoles, using O2 as the green oxidant. Moreover, a series of dicarbonyl indoles have been obtained smoothly and the plausible mechanism is proposed based on control experiments.

AB - A Cu-catalyzed aerobic oxidative coupling of acetophenones with indoles has been developed, and is an efficient and practical C−H (sp3) functionalization approach to C-3 dicarbonyl indoles, using O2 as the green oxidant. Moreover, a series of dicarbonyl indoles have been obtained smoothly and the plausible mechanism is proposed based on control experiments.

KW - acetophenones

KW - aerobic oxidative coupling

KW - copper

KW - dicarbonyl indoles

KW - synthetic methods

UR - http://www.scopus.com/inward/record.url?scp=85021909835&partnerID=8YFLogxK

U2 - 10.1002/ajoc.201700236

DO - 10.1002/ajoc.201700236

M3 - 文章

AN - SCOPUS:85021909835

SN - 2193-5807

VL - 6

SP - 1365

EP - 1369

JO - Asian Journal of Organic Chemistry

JF - Asian Journal of Organic Chemistry

IS - 10

ER -

Cu-Catalyzed Synthesis of C-3 Dicarbonyl Indoles via Aerobic Oxidative Coupling of Acetophenones with Indoles

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