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Electricity-driven three-component reductive coupling reaction for the synthesis of diarylmethylamine.
Yang, Lei; Sun, Maolin; Cao, Liming; Liang, Chaoming; Yang, Jiasheng; Yi, Junjun; Cheng, Ruihua; Ma, Yueyue; Ye, Jinxing.
Afiliación
  • Yang L; Engineering Research Centre of Pharmaceutical Process Chemistry, Ministry of Education; Shanghai Key Laboratory of New Drug Design, School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, Shanghai, 200237, China. yejx@ecust.edu.cn.
  • Sun M; School of Biomedical and Pharmaceutical Sciences, Guangdong University of Technology, Guangzhou, 510006, China. mayueyue20121@gdut.edu.cn.
  • Cao L; Engineering Research Centre of Pharmaceutical Process Chemistry, Ministry of Education; Shanghai Key Laboratory of New Drug Design, School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, Shanghai, 200237, China. yejx@ecust.edu.cn.
  • Liang C; School of Biomedical and Pharmaceutical Sciences, Guangdong University of Technology, Guangzhou, 510006, China. mayueyue20121@gdut.edu.cn.
  • Yang J; Engineering Research Centre of Pharmaceutical Process Chemistry, Ministry of Education; Shanghai Key Laboratory of New Drug Design, School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, Shanghai, 200237, China. yejx@ecust.edu.cn.
  • Yi J; Engineering Research Centre of Pharmaceutical Process Chemistry, Ministry of Education; Shanghai Key Laboratory of New Drug Design, School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, Shanghai, 200237, China. yejx@ecust.edu.cn.
  • Cheng R; School of Biomedical and Pharmaceutical Sciences, Guangdong University of Technology, Guangzhou, 510006, China. mayueyue20121@gdut.edu.cn.
  • Ma Y; School of Biomedical and Pharmaceutical Sciences, Guangdong University of Technology, Guangzhou, 510006, China. mayueyue20121@gdut.edu.cn.
  • Ye J; Engineering Research Centre of Pharmaceutical Process Chemistry, Ministry of Education; Shanghai Key Laboratory of New Drug Design, School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, Shanghai, 200237, China. yejx@ecust.edu.cn.
Chem Commun (Camb) ; 58(96): 13345-13348, 2022 Dec 01.
Article en En | MEDLINE | ID: mdl-36373836
A three-component reductive coupling reaction of aldehydes, amines and cyanopyridines under electrochemical conditions has been developed. The in situ generated imine and cyanopyridine simultaneously undergo single-electron reduction at the cathode, and afford diarylmethylamines through radical coupling without the participation of reducing agents. The one-pot electrolysis method can modularly obtain various secondary and tertiary amines and exhibits broad functional group compatibility. Mechanistic experiments verify the pivotal reduction step from imine to α-amino radical and reveal the key role of benzoic acid in reducing the reduction potential of imine and cyanopyridine.
Asunto(s)

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Electricidad / Aminas Idioma: En Revista: Chem Commun (Camb) Asunto de la revista: QUIMICA Año: 2022 Tipo del documento: Article País de afiliación: China Pais de publicación: Reino Unido

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Electricidad / Aminas Idioma: En Revista: Chem Commun (Camb) Asunto de la revista: QUIMICA Año: 2022 Tipo del documento: Article País de afiliación: China Pais de publicación: Reino Unido