Visible light as a sole requirement for alkylation of α-C(sp3)–H of N-aryltetrahydroisoquinolines with alkylboronic acids

Feihu Cong, Wenjing Zhang,Gan Zhang, Jie Liu,Yicheng Zhang, Chao Zhou,Lei Wang

Organic & Biomolecular Chemistry(2023)

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Abstract
An alkylation of α-C(sp3)-H at N-aryltetrahydroisoquinolines with alkylboronic acids was developed under visible-light irradiation in the absence of additional photocatalyst. The reaction proceeded well, tolerating a variety of functional groups, and featured low-cost and mild reaction conditions. A preliminary mechanistic study indicated that an electron donor-acceptor (EDA) complex between an electron-rich N-aryltetrahydroisoquinoline and an electron-poor alkylboronic acid was involved in the reaction.
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Key words
alkylboronic acids,alkylation,visible light,n-aryltetrahydroisoquinolines
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