Photochemically Enabled, Ni-Catalyzed Cyanation of Aryl Halides

被引：25

作者：

Yan, Yonggang ^{[1
,2
]}

Sun, Jinjin ^{[1
,2
]}

Li, Gang ^{[1
,2
]}

Yang, Liu ^{[1
,2
]}

Zhang, Wei ^{[1
,2
]}

Cao, Rui ^{[1
,2
]}

Wang, Chao ^{[1
,2
]}

Xiao, Jianliang ^{[3
]}

Xue, Dong ^{[1
,2
]}

机构：

[1] Shaanxi Normal Univ, Minist Educ, Key Lab Appl Surface & Colloid Chem, Xian 710119, Peoples R China

[2] Shaanxi Normal Univ, Sch Chem & Chem Engn, Xian 710119, Peoples R China

[3] Univ Liverpool, Dept Chem, Liverpool L69 7ZD, Merseyside, England

来源：

ORGANIC LETTERS | 2022年 / 24卷 / 12期

基金：

中国国家自然科学基金;

关键词：

CHLORIDES; HYDROCYANATION; NITRILES; ROLES; BOND;

D O I：

10.1021/acs.orglett.2c00203

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A light-promoted Ni-catalyzed cyanation of aryl halides employing 1,4-dicyanobenzene as a cyanating agent is reported. A broad array of aryl bromides, chlorides, and druglike molecules could be converted into their corresponding nitriles (65 examples). Mechanistic studies suggest that upon irradiation, the oxidative addition product Ni(II)(dtbbpy)(p-C6H4CN)(CN) undergoes homolytic cleavage of the Ni-aryl bond to generate an aryl radical and a Ni(I)-CN species, the latter of which initiates subsequent cyanation reactions.

引用

页码：2271 / 2275

页数：5

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