Nickel-Catalyzed Reductive Coupling of γ-Metalated Ketones with Unactivated Alkyl Bromides

被引：10

作者：

Cui, Ning ^{[1
]}

Lin, Tingzhi ^{[1
,2
]}

Wang, Yan-En ^{[3
]}

Wu, Jian ^{[1
]}

Han, Yuheng ^{[1
]}

Xu, Xinyang ^{[1
]}

Xue, Fei ^{[2
]}

Xiong, Dan ^{[1
]}

Walsh, Patrick J. ^{[4
]}

Mao, Jianyou ^{[1
]}

机构：

[1] Nanjing Tech Univ, Tech Inst Fluorochem, Inst Adv Synth, Sch Chem & Mol Engn, Nanjing 211816, Peoples R China

[2] Nanjing Forestry Univ, Coll Sci, Inst Mat Phys & Chem, Nanjing 210037, Peoples R China

[3] Hebei Agr Univ, Coll Sci, Baoding 071000, Peoples R China

[4] Univ Penn, Dept Chem, Roy & Diana Vagelos Labs, Philadelphia, PA 19104 USA

来源：

ORGANIC LETTERS | 2022年 / 24卷 / 22期

基金：

中国国家自然科学基金;

关键词：

CYCLOPROPYL KETONES; TERTIARY ALKYL; HALIDES; ACTIVATION; MECHANISMS; ENONES;

D O I：

10.1021/acs.orglett.2c01390

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A nickel-catalyzed reductive cross-coupling reaction of aryl cyclopropyl ketones with easily accessible unactivated alkyl bromides to access aryl alkyl ketones has been developed. This strategy facilitates access to various of gamma-alkyl-substituted ketones via ring opening of cydopropyl ketones (26 examples, 50-90% yield). Initial mechanistic studies revealed that the reaction proceeds via radical cleavage of the alkyl bromide.

引用

页码：3987 / 3992

页数：6

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