Synthesis of N-trifluoromethylthio-1H-isochromen-1-imines via N-trifluoromethylthiolation/iminolactonization of o-alkynyl aryl amides with N-trifluoromethylthiosaccharin

Jianquan Hong; Feng Zheng; Xiaoyu Wang; Pengyang Cao; Dejing Yin; Wenqi Li; Xiaoxu Liu; Qiang Wang; Jie Wang; Changge Zheng

doi:10.1039/D5QO01223F

Synthesis of N-trifluoromethylthio-1H-isochromen-1-imines via N-trifluoromethylthiolation/iminolactonization of o-alkynyl aryl amides with N-trifluoromethylthiosaccharin

Jianquan Hong,*^a Feng Zheng,^a Xiaoyu Wang,^a Pengyang Cao,^a Dejing Yin,^b Wenqi Li,^a Xiaoxu Liu,^a Qiang Wang,^a Jie Wang^a and Changge Zheng

*^a

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^a Key Laboratory of Synthetic and Biological Colloids, Ministry of Education, School of Chemical and Material Engineering, Jiangnan University, Wuxi, Jiangsu 214122, P. R. China
E-mail: cgzheng@jiangnan.edu.cn, hongjq@jiangnan.edu.cn

^b School of Biotechnology, Jiangnan University, Wuxi, Jiangsu 214122, P. R. China

Abstract

A simple and practical synthetic method for the construction of N-trifluoromethylthio-1H-isochromen-1-imines from o-alkynyl aryl primary amides using N-trifluoromethylthiolation/iminolactonization was developed. This unique strategy possesses a broad substrate scope, excellent compatibility, and operational simplicity, providing convenient access to target compounds in moderate to excellent yields.

Organic Chemistry Frontiers

Synthesis of N-trifluoromethylthio-1H-isochromen-1-imines via N-trifluoromethylthiolation/iminolactonization of o-alkynyl aryl amides with N-trifluoromethylthiosaccharin

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Synthesis of N-trifluoromethylthio-1H-isochromen-1-imines via N-trifluoromethylthiolation/iminolactonization of o-alkynyl aryl amides with N-trifluoromethylthiosaccharin

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