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Visible light as a sole requirement for alkylation of α-C(sp3)-H of N-aryltetrahydroisoquinolines with alkylboronic acids.
Cong, Feihu; Zhang, Wenjing; Zhang, Gan; Liu, Jie; Zhang, Yicheng; Zhou, Chao; Wang, Lei.
Affiliation
  • Cong F; Key Laboratory of Green and Precise Synthetic Chemistry and Applications, Ministry of Education; Department of Chemistry, Huaibei Normal University, Huaibei, Anhui 235000, P. R. China. jieliu_1024@163.com.
  • Zhang W; Key Laboratory of Green and Precise Synthetic Chemistry and Applications, Ministry of Education; Department of Chemistry, Huaibei Normal University, Huaibei, Anhui 235000, P. R. China. jieliu_1024@163.com.
  • Zhang G; Key Laboratory of Green and Precise Synthetic Chemistry and Applications, Ministry of Education; Department of Chemistry, Huaibei Normal University, Huaibei, Anhui 235000, P. R. China. jieliu_1024@163.com.
  • Liu J; Key Laboratory of Green and Precise Synthetic Chemistry and Applications, Ministry of Education; Department of Chemistry, Huaibei Normal University, Huaibei, Anhui 235000, P. R. China. jieliu_1024@163.com.
  • Zhang Y; Key Laboratory of Green and Precise Synthetic Chemistry and Applications, Ministry of Education; Department of Chemistry, Huaibei Normal University, Huaibei, Anhui 235000, P. R. China. jieliu_1024@163.com.
  • Zhou C; Key Laboratory of Green and Precise Synthetic Chemistry and Applications, Ministry of Education; Department of Chemistry, Huaibei Normal University, Huaibei, Anhui 235000, P. R. China. jieliu_1024@163.com.
  • Wang L; Key Laboratory of Green and Precise Synthetic Chemistry and Applications, Ministry of Education; Department of Chemistry, Huaibei Normal University, Huaibei, Anhui 235000, P. R. China. jieliu_1024@163.com.
Org Biomol Chem ; 21(44): 8910-8917, 2023 Nov 15.
Article in En | MEDLINE | ID: mdl-37906093
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.

Full text: 1 Database: MEDLINE Language: En Year: 2023 Type: Article

Full text: 1 Database: MEDLINE Language: En Year: 2023 Type: Article