Rhodium(III)-Catalyzed Direct Cyanation of Aromatic C-H Bond to Form 2-(Alkylamino)benzonitriles Using N-Nitroso As Directing Group

被引：62

作者：

Dong, Jiawei ^{[1
]}

Wu, Zhongjie ^{[1
]}

Liu, Zhengyi ^{[1
]}

Liu, Ping ^{[1
,2
]}

Sun, Peipei ^{[1
,2
]}

机构：

[1] Nanjing Normal Univ, Jiangsu Prov Key Lab Mat Cycling & Pollut Control, Coll Chem & Mat Sci, Nanjing 210097, Jiangsu, Peoples R China

[2] Nanjing Normal Univ, Jiangsu Collaborat Innovat Ctr Biomed Funct Mat, Nanjing 210023, Jiangsu, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 80卷 / 24期

基金：

中国国家自然科学基金;

关键词：

PHENYL-P-TOLUENESULFONAMIDE; PALLADIUM-CATALYZED CYANATION; ARENES; DERIVATIVES; N; N-DIMETHYLFORMAMIDE; BENZONITRILES; HETEROARENES; CLEAVAGE; INDOLES; OXIDANT;

D O I：

10.1021/acs.joc.5b01666

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2-(Alkylamino)benzonitriles were synthesized via a rhodium-catalyzed cyanation on the aryl C-H bond and subsequent denitrosation of N-nitrosoarylamines using a removable nitroso as the directing group, in which N-cyano-N-phenyl-p-methylbenzenesulfonamide (NCTS) was used as the "CN" source. Various substituents on the aryl ring and amino group of N-nitrosoarylamines tolerated the reaction, and the corresponding products were achieved in moderate to good yields.

引用

页码：12588 / 12593

页数：6

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