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Cyclization/hydrolysis of 1,5-enenitriles initiated by sulfonyl radicals in the aqueous phase in the presence of the I2/TBHP system.
Hu, Sen-Jie; Jiang, Li-Lin; Qiu, Hui; Luo, Chun-Mei; Guan, Yu-Tao; Li, Long; Dong, Youren; Lei, Ke-Wei; Wei, Wen-Ting.
Afiliação
  • Hu SJ; Institute of Drug Discovery Technology, School of Materials Science and Chemical Engineering, Ningbo University, Ningbo, Zhejiang, 315211, China. weiwenting@nbu.edu.cn.
  • Jiang LL; Institute of Drug Discovery Technology, School of Materials Science and Chemical Engineering, Ningbo University, Ningbo, Zhejiang, 315211, China. weiwenting@nbu.edu.cn.
  • Qiu H; Institute of Drug Discovery Technology, School of Materials Science and Chemical Engineering, Ningbo University, Ningbo, Zhejiang, 315211, China. weiwenting@nbu.edu.cn.
  • Luo CM; Institute of Drug Discovery Technology, School of Materials Science and Chemical Engineering, Ningbo University, Ningbo, Zhejiang, 315211, China. weiwenting@nbu.edu.cn.
  • Guan YT; Institute of Drug Discovery Technology, School of Materials Science and Chemical Engineering, Ningbo University, Ningbo, Zhejiang, 315211, China. weiwenting@nbu.edu.cn.
  • Li L; Institute of Drug Discovery Technology, School of Materials Science and Chemical Engineering, Ningbo University, Ningbo, Zhejiang, 315211, China. weiwenting@nbu.edu.cn.
  • Dong Y; Institute of Drug Discovery Technology, School of Materials Science and Chemical Engineering, Ningbo University, Ningbo, Zhejiang, 315211, China. weiwenting@nbu.edu.cn.
  • Lei KW; Institute of Drug Discovery Technology, School of Materials Science and Chemical Engineering, Ningbo University, Ningbo, Zhejiang, 315211, China. weiwenting@nbu.edu.cn.
  • Wei WT; Institute of Drug Discovery Technology, School of Materials Science and Chemical Engineering, Ningbo University, Ningbo, Zhejiang, 315211, China. weiwenting@nbu.edu.cn.
Org Biomol Chem ; 20(32): 6418-6422, 2022 08 17.
Article em En | MEDLINE | ID: mdl-35876742
ABSTRACT
A novel cyclization/hydrolysis of 1,5-enenitriles for the synthesis of valuable pyrrolidine-2,4-diones in the aqueous phase using I2 as the catalyst and tert-butyl hydroperoxide (TBHP) as the oxidant is reported. In the presence of the I2/TBHP system, sulfonyl hydrazides produce sulfonyl radicals, which undergo radical addition, intramolecular cyclization, hydrogen abstraction, and hydrolysis to give the final products. The use of the inexpensive and environmentally friendly I2/TBHP catalytic oxidation system in the aqueous phase makes it a benign and sustainable strategy.
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Texto completo: 1 Base de dados: MEDLINE Assunto principal: Água / Oxidantes Idioma: En Revista: Org Biomol Chem Assunto da revista: BIOQUIMICA / QUIMICA Ano de publicação: 2022 Tipo de documento: Article País de afiliação: China
Texto completo
Imprimir
XML
PubMed Links
Buscar no Google

Texto completo: 1 Base de dados: MEDLINE Assunto principal: Água / Oxidantes Idioma: En Revista: Org Biomol Chem Assunto da revista: BIOQUIMICA / QUIMICA Ano de publicação: 2022 Tipo de documento: Article País de afiliação: China