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Visible-Light-Promoted Mn-Catalyzed C(sp3)-H Amidation with Dioxazolones.
Du, Yan; Yu, Xiaoqiang; Tang, Jing-Jing; Li, Yang; Fan, Jiangli; Li, Fei; Bao, Ming.
  • Du Y; State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116023, China.
  • Yu X; State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116023, China.
  • Tang JJ; Faculty of Light Industry and Chemical Engineering, Dalian Polytechnic University, Dalian 116023, China.
  • Li Y; School of Chemical Engineering, Dalian University of Technology, Panjin 124221, China.
  • Fan J; State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116023, China.
  • Li F; State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116023, China.
  • Bao M; State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116023, China.
J Org Chem ; 88(14): 9783-9790, 2023 Jul 21.
Article en En | MEDLINE | ID: mdl-37386789
ABSTRACT
A visible-light-driven Mn-catalyzed C(sp3)-H amidation of diphenylmethane derivatives with dioxazolones was described. These reactions occur with an external photosensitizer-free process and feature satisfactory to good yields (up to 81%) under mild conditions. Mechanistic investigations revealed that the reaction proceeded via a Mn-acyl nitrene intermediate and that H-atom abstraction was the rate-determining step. Computational studies showed that the decarboxylation of dioxazolone depends on the conversion of ground sextet state dioxazolone-bounding Mn species to quartet spin state via visible-light irradiation.

Texto completo: 1 Banco de datos: MEDLINE Idioma: En Año: 2023 Tipo del documento: Article

Texto completo: 1 Banco de datos: MEDLINE Idioma: En Año: 2023 Tipo del documento: Article