Metal-free (Boc)2O-mediated C4-selective direct indolation of pyridines using TEMPO.
Direct metal-free C-4-selective indolation of pyridines is achieved for the first time using TEMPO and (Boc)2O. A variety of substituents on both indoles and pyridines are tolerated to give 3-(pyridin-4-yl)-1H-indole derivatives in moderate to excellent yields. This finding provides a novel approach for developing metal-free C-H functionalization of pyridines.
Key Laboratory of Organo-Pharmaceutical Chemistry of Jiangxi Province, Gannan Normal University, Ganzhou 341000, PR China. liuliangxian1962@163.com.
Wen-Bing
WB
Qin
Jia-Yi
JY
Zhu
Yu-Bo
YB
Kong
Yun-Hong
YH
Bao
Zheng-Wang
ZW
Chen
Liang-Xian
LX
Liu
D000478:Alkylation; D002254:Carbonates / Q000737:chemistry*; D003497:Cyclic N-Oxides / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry*; D008670:Metals / Q000737:chemistry*; D010084:Oxidation-Reduction; D011725:Pyridines / Q000737:chemistry*; D013237:Stereoisomerism
D002254:Carbonates; D003497:Cyclic N-Oxides; D007211:Indoles; D008670:Metals; D011725:Pyridines; C003959:TEMPO; C027600:bis(tert-butoxycarbonyl)oxide