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

Rhodium(III)-Catalyzed Direct Cyanation of Aromatic C-H Bond to Form 2-(Alkylamino)benzonitriles Using N-Nitroso As Directing Group
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使用 N-亚硝基作为导向基团,铑 (III) 催化芳香族 C-H 键直接氰化形成 2-(烷基氨基)苯甲腈

DOI:
10.1021/acs.joc.5b01666
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发表时间:
2015-12-18
影响因子:
3.6
通讯作者:
Sun, Peipei
Sun, Peipei
中科院分区:
化学2区
文献类型:
--
作者:
Dong, Jiawei;Wu, Zhongjie;Sun, Peipei

文献摘要

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通过铑催化芳基 C-H 键上的氰化,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化,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能够耐受该反应,并以中等至良好的收率获得了相应的产物。
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.