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Direct Benzylic C(sp3)-O Coupling with Alcohol via Site-Selective C(sp3)-H Cleavage at Room Temperature through a Remote Directing Group-Enabled Radical Relay Strategy.
Wang, Fang; Chen, Jiaming; Jia, Xiaoqi; Zhuang, Dailin; Wan, Zhenyang; Ma, Lifang; Li, Ziyuan.
Afiliação
  • Wang F; Department of Pharmaceutical and Biological Engineering, School of Chemical Engineering, Sichuan University, No. 24 South Section 1, Yihuan Road, Chengdu 61006, P. R. China.
  • Chen J; Department of Pharmaceutical and Biological Engineering, School of Chemical Engineering, Sichuan University, No. 24 South Section 1, Yihuan Road, Chengdu 61006, P. R. China.
  • Jia X; Department of Pharmaceutical and Biological Engineering, School of Chemical Engineering, Sichuan University, No. 24 South Section 1, Yihuan Road, Chengdu 61006, P. R. China.
  • Zhuang D; Department of Pharmaceutical and Biological Engineering, School of Chemical Engineering, Sichuan University, No. 24 South Section 1, Yihuan Road, Chengdu 61006, P. R. China.
  • Wan Z; Department of Pharmaceutical and Biological Engineering, School of Chemical Engineering, Sichuan University, No. 24 South Section 1, Yihuan Road, Chengdu 61006, P. R. China.
  • Ma L; Department of Pharmaceutical and Biological Engineering, School of Chemical Engineering, Sichuan University, No. 24 South Section 1, Yihuan Road, Chengdu 61006, P. R. China.
  • Li Z; Department of Pharmaceutical and Biological Engineering, School of Chemical Engineering, Sichuan University, No. 24 South Section 1, Yihuan Road, Chengdu 61006, P. R. China.
J Org Chem ; 87(16): 10698-10709, 2022 08 19.
Article em En | MEDLINE | ID: mdl-35930467
ABSTRACT
Employing a low loading of the terminal oxidant, a remote directing group-enabled radical relay strategy for benzylic direct C(sp3)-H alkoxylation with alcohols at room temperature is developed. Satisfactory site-selectivity, chemoselectivity, and reaction scope are achieved under simple and mild conditions, and no ligand or additive is required. Mechanistic studies, ready conversions of the directing group, and other benzylic functionalizations currently under development in our laboratory further indicate the promising potentials of this remote directing group-enabled radical relay strategy.
Assuntos

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Etanol Idioma: En Revista: J Org Chem Ano de publicação: 2022 Tipo de documento: Article

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Etanol Idioma: En Revista: J Org Chem Ano de publicação: 2022 Tipo de documento: Article