铑（III）催化以N-亚硝基作为导向基团实现芳族C-H键直接氰化反应以形成2-（烷基氨基）苯甲腈
Rhodium(III)-Catalyzed Direct Cyanation of Aromatic C-H Bond to Form 2-(Alkylamino)benzonitriles Using N-Nitroso As Directing Group.
作者信息
Dong Jiawei, Wu Zhongjie, Liu Zhengyi, Liu Ping, Sun Peipei
机构信息
College of Chemistry and Materials Science, Jiangsu Provincial Key Laboratory of Materials Cycling and Pollution Control, Nanjing Normal University , Nanjing 210097, China.
Jiangsu Collaborative Innovation Center of Biomedical Functional Materials, Nanjing Normal University , Nanjing 210023, China.
出版信息
J Org Chem. 2015 Dec 18;80(24):12588-93. doi: 10.1021/acs.joc.5b01666. Epub 2015 Nov 13.
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.
通过铑催化芳基C-H键的氰化反应，然后使用可去除的亚硝基作为导向基团对N-亚硝基芳胺进行脱亚硝基反应，合成了2-（烷基氨基）苯甲腈，其中N-氰基-N-苯基对甲基苯磺酰胺（NCTS）用作“CN”源。N-亚硝基芳胺的芳环和氨基上的各种取代基都能耐受该反应，并以中等至良好的产率得到相应产物。
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