Copper-Catalyzed Oxidative C-H Amination of Tetrahydrofuran with Indole/Carbazole Derivatives

Qingjing Yang; Pui Ying Choy; Wai Chung Fu; Baomin Fan; Fuk Yee Kwong

doi:10.1021/acs.joc.5b01990

Copper-Catalyzed Oxidative C-H Amination of Tetrahydrofuran with Indole/Carbazole Derivatives

Qingjing Yang
, Pui Ying Choy
, Wai Chung Fu
, Baomin Fan
, Fuk Yee Kwong

The Hong Kong Polytechnic University

Research output: Journal article publication › Journal article › Academic research › peer-review

67 Citations (Scopus)

Abstract

A simple α-C-H amination of cyclic ether with indole/carbazole derivatives has been accomplished by employing copper(II) chloride/bipy as the catalyst system. In the presence of the di-tert-butyl peroxide oxidant, cyclic ethers such as tetrahydrofuran, 1,4-dioxane, and tetrahydropyran successfully undergo C-H/N-H cross dehydrogenative coupling (CDC) with various carbazole or indole derivatives in good-to-excellent yields.

Original language	English
Pages (from-to)	11193-11199
Number of pages	7
Journal	Journal of Organic Chemistry
Volume	80
Issue number	21
DOIs	https://doi.org/10.1021/acs.joc.5b01990
Publication status	Published - 6 Nov 2015

ASJC Scopus subject areas

Organic Chemistry

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10.1021/acs.joc.5b01990

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title = "Copper-Catalyzed Oxidative C-H Amination of Tetrahydrofuran with Indole/Carbazole Derivatives",

abstract = "A simple α-C-H amination of cyclic ether with indole/carbazole derivatives has been accomplished by employing copper(II) chloride/bipy as the catalyst system. In the presence of the di-tert-butyl peroxide oxidant, cyclic ethers such as tetrahydrofuran, 1,4-dioxane, and tetrahydropyran successfully undergo C-H/N-H cross dehydrogenative coupling (CDC) with various carbazole or indole derivatives in good-to-excellent yields.",

author = "Qingjing Yang and Choy, \{Pui Ying\} and Fu, \{Wai Chung\} and Baomin Fan and Kwong, \{Fuk Yee\}",

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year = "2015",

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doi = "10.1021/acs.joc.5b01990",

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AU - Yang, Qingjing

AU - Choy, Pui Ying

AU - Fu, Wai Chung

AU - Fan, Baomin

AU - Kwong, Fuk Yee

PY - 2015/11/6

Y1 - 2015/11/6

N2 - A simple α-C-H amination of cyclic ether with indole/carbazole derivatives has been accomplished by employing copper(II) chloride/bipy as the catalyst system. In the presence of the di-tert-butyl peroxide oxidant, cyclic ethers such as tetrahydrofuran, 1,4-dioxane, and tetrahydropyran successfully undergo C-H/N-H cross dehydrogenative coupling (CDC) with various carbazole or indole derivatives in good-to-excellent yields.

AB - A simple α-C-H amination of cyclic ether with indole/carbazole derivatives has been accomplished by employing copper(II) chloride/bipy as the catalyst system. In the presence of the di-tert-butyl peroxide oxidant, cyclic ethers such as tetrahydrofuran, 1,4-dioxane, and tetrahydropyran successfully undergo C-H/N-H cross dehydrogenative coupling (CDC) with various carbazole or indole derivatives in good-to-excellent yields.

UR - https://www.scopus.com/pages/publications/84946738042

U2 - 10.1021/acs.joc.5b01990

DO - 10.1021/acs.joc.5b01990

M3 - Journal article

AN - SCOPUS:84946738042

SN - 0022-3263

VL - 80

SP - 11193

EP - 11199

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 21

ER -

Copper-Catalyzed Oxidative C-H Amination of Tetrahydrofuran with Indole/Carbazole Derivatives

Abstract

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