Nickel-catalyzed migratory alkyl-alkyl cross-coupling reaction

作者:Li, YY (Li, Yangyang)[ 1 ] ; Li, YQ (Li, Yuqiang)[ 1 ] ; Peng, L (Peng, Long)[ 1 ] ; Wu, D (Wu, Dong)[ 1 ] ; Zhu, L (Zhu, Lei)[ 2 ] ; Yin, GY (Yin, Guoyin)[ 1 ]

CHEMICAL SCIENCE

卷: 11 期: 38 页: 10461-10464

DOI: 10.1039/d0sc03217d

出版年:OCT 14 2020

文献类型:Article

摘要

The selective cross-coupling of activated electrophiles with unactivated ones has been regarded as a challenging task in cross-electrophile couplings. Herein we describe a migratory cross-coupling strategy, which can overcome this obstacle to access the desired cross-coupling products. Accordingly, a selective migratory cross-coupling of two alkyl electrophiles has been accomplished by nickel catalysis. Remarkably, this alkyl-alkyl cross-coupling reaction provides a platform to prepare 2 degrees-2 degrees carbon-carbon bonds from 1 degrees and 2 degrees carbon coupling partners. Preliminary mechanistic studies suggest that chain-walking occurs at both alkyl halides in this reaction, thus a catalytic cycle with the key step involving two alkylnickel(ii) species is proposed for this transformation.

关键词

KeyWords Plus:REDUCTIVE ALLYLATION; HALIDES; BROMIDES; ELECTROPHILES

作者信息

通讯作者地址:

Wuhan University Wuhan Univ, Inst Adv Studies, Wuhan 430072, Peoples R China.

Hubei Engineering University Hubei Engn Univ, Inst Biomed Mat Ind Technol, Xiaogan 432000, Hubei, Peoples R China.

通讯作者地址: Yin, GY (通讯作者)

Wuhan Univ, Inst Adv Studies, Wuhan 430072, Peoples R China.

通讯作者地址: Zhu, L (通讯作者)

Hubei Engn Univ, Inst Biomed Mat Ind Technol, Xiaogan 432000, Hubei, Peoples R China.

地址:

[ 1 ]‎ Wuhan Univ, Inst Adv Studies, Wuhan 430072, Peoples R China

[ 2 ]‎ Hubei Engn Univ, Inst Biomed Mat Ind Technol, Xiaogan 432000, Hubei, Peoples R China

电子邮件地址:Lei.zhu@hbeu.edu.cn; yinguoyin@whu.edu.cn