Article

C(sp<sup>3</sup>)–H Aerobic Alkenylation of Tetrahydroisoquinolines via Organic Electrosynthesis

Zeng HeCollege of Chemistry and Materials, Sichuan Normal University, Chengdu 610068, ChinaHuilin LiuState Key Laboratory of Organometallic Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, ChinaZhenhua WangState Key Laboratory of Organometallic Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, ChinaKe-Jing JiaoState Key Laboratory of Organometallic Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, ChinaZimeng LiCollege of Chemistry and Materials, Sichuan Normal University, Chengdu 610068, ChinaZhang-Jian LiCollege of Chemistry and Materials, Sichuan Normal University, Chengdu 610068, ChinaPing FangState Key Laboratory of Organometallic Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, ChinaTian‐Sheng MeiCollege of Chemistry and Materials, Sichuan Normal University, Chengdu 610068, China

2023en

ABI

Abstract

-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.

Identifiers

DOI: 10.1021/acs.joc.3c00223

Citations and references

Cited by 20 references

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