Rhodium(III)-Catalyzed Selective C-H Cyanation of Indolines and Indoles with an Easily Accessible Cyano Source

被引：89

作者：

Mishra, Neeraj Kumar ^{[1
]}

Jeong, Taejoo ^{[1
]}

Sharma, Satyasheel ^{[1
]}

Shin, Youngmi ^{[1
]}

Han, Sangil ^{[1
]}

Park, Jihye ^{[1
]}

Oh, Joa Sub ^{[2
]}

Kwak, Jong Hwan ^{[1
]}

Jung, Young Hoon ^{[1
]}

Kim, In Su ^{[1
]}

机构：

[1] Sungkyunkwan Univ, Sch Pharm, Suwon 440746, South Korea

[2] Dankook Univ, Coll Pharm, Cheonan 330714, South Korea

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2015年 / 357卷 / 06期

基金：

新加坡国家研究基金会;

关键词：

C-H activation; cyanation; indoles; indolines; rhodium; PALLADIUM-CATALYZED CYANATION; PRIMARY AMIDES; ARYL; ARENES; BONDS; TRANSFORMATION; NITRILES; MILD; N; N-DIMETHYLFORMAMIDE; FUNCTIONALIZATIONS;

D O I：

10.1002/adsc.201401152

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

The rhodium-catalyzed selective cyanation of C-H bonds of indolines and indoles with N-cyano-N-phenyl-para-methylbenzenesulfonamide is described. This protocol offers a facile access to C-7 cyanated indolines and C-2 cyanated indoles with high site selectivity and excellent functional group tolerance.

引用

页码：1293 / 1298

页数：6

共 50 条

[1] N-Cyano-2,2′-biphenyldicarboimide as a Cyanation Reagent for Co(III)-Catalyzed C-H Cyanation of Indoles in Ionic Liquids
Zhang, Jingchao
Zou, MengQi
Tian, QinYe
Sun, Zhizhong
Chu, Wenyi
ORGANIC LETTERS, 2023, : 1436 - 1440
[2] Rhodium(III)-catalyzed cyanation of vinylic C-H bonds: N-cyano-N-phenyl-p-toluenesulfonamide as a cyanation reagent
Su, Wei
Gong, Tian-Jun
Xiao, Bin
Fu, Yao
CHEMICAL COMMUNICATIONS, 2015, 51 (59) : 11848 - 11851
[3] Rhodium(III)-catalyzed aromatic C-H cyanation with dimethylmalononitrile as a cyanating agent
Li, He
Zhang, Sheng
Yu, Xiaoqiang
Feng, Xiujuan
Yamamoto, Yoshinori
Bao, Ming
CHEMICAL COMMUNICATIONS, 2019, 55 (09) : 1209 - 1212
[4] Rhodium Catalyzed C2-Selective Cyanation of Indoles and Pyrroles
Chaitanya, Manthena
Anbarasan, Pazhamalai
JOURNAL OF ORGANIC CHEMISTRY, 2015, 80 (07): : 3695 - 3700
[5] Rhodium(III)-catalyzed C7-position C-H alkenylation and alkynylation of indolines
Yang, Xiao-Fei
Hu, Xu-Hong
Feng, Chao
Loh, Teck-Peng
CHEMICAL COMMUNICATIONS, 2015, 51 (13) : 2532 - 2535
[6] Co(III)-Catalyzed Regioselective C-H Dienylation of Indolines and Indoles with Allenyl Carbinol Acetates
Shukla, Rahul K.
Singh, Anurag
Shetty, Rakesh
Volla, Chandra M. R.
ADVANCED SYNTHESIS & CATALYSIS, 2025,
[7] Site-Selective Electrochemical C-H Cyanation of Indoles
Li, Laiqiang
Hou, Zhong-Wei
Li, Pinhua
Wang, Lei
ORGANIC LETTERS, 2021, 23 (15) : 5983 - 5987
[8] Cu-Catalyzed Cyanation of Indoles with Acetonitrile as a Cyano Source
Zhao, Mengdi
Zhang, Wei
Shen, Zengming
JOURNAL OF ORGANIC CHEMISTRY, 2015, 80 (17): : 8868 - 8873
[9] Rhodium Catalyzed Cyanation of Chelation Assisted C-H Bonds
Chaitanya, Manthena
Yadagiri, Dongari
Anbarasan, Pazhamalai
ORGANIC LETTERS, 2013, 15 (19) : 4960 - 4963
[10] Rhodium(III)-Catalyzed Selective C-H Acetoxylation and Hydroxylation Reactions
Wu, Yunxiang
Zhou, Bing
ORGANIC LETTERS, 2017, 19 (13) : 3532 - 3535

← 1 2 3 4 5 →