C(sp 3 )-H Aerobic Alkenylation of Tetrahydroisoquinolines via Organic Electrosynthesis.

Zeng HeHui-Lin LiuZhen-Hua WangKe-Jing JiaoZi-Meng LiZhang-Jian LiPing Fang Tian-Sheng Mei

Published in: The Journal of organic chemistry (2023)

A method for the C(sp 3 )-H alkenylation of N -aryl-tetrahydroisoquinoline (THIQ) has been developed by the combination of electrooxidation and a copper catalyst. The corresponding products were obtained with good to excellent yields under mild conditions. Besides, the addition of TEMPO as an electron mediator is crucial to this transformation, since the oxidative reaction could proceed under a low electrode potential. In addition, the catalytic asymmetric variant has also been demonstrated with good enantioselectivity.

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