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Synthesis of 1-benzylisoindoline and 1-benzyl-tetrahydroisoquinoline through nucleophilic addition of organozinc reagents to N,O-acetals.
Ma, Rui-Jun; Sun, Jian-Ting; Liu, Chang-Hong; Chen, Ling; Si, Chang-Mei; Wei, Bang-Guo.
Afiliação
  • Ma RJ; Department of Natural Medicine, School of Pharmacy, Fudan University, 826 Zhangheng Road, Shanghai 201203, China. sicm@fudan.edu.cn bgwei1974@fudan.edu.cn and Center for Gastrointestinal Endoscopy, Shanxi Provincial People's Hospital, 29 ShuangTa Road, TaiYuan 030012, China.
  • Sun JT; Department of Natural Medicine, School of Pharmacy, Fudan University, 826 Zhangheng Road, Shanghai 201203, China. sicm@fudan.edu.cn bgwei1974@fudan.edu.cn.
  • Liu CH; Department of Natural Medicine, School of Pharmacy, Fudan University, 826 Zhangheng Road, Shanghai 201203, China. sicm@fudan.edu.cn bgwei1974@fudan.edu.cn.
  • Chen L; Department of Natural Medicine, School of Pharmacy, Fudan University, 826 Zhangheng Road, Shanghai 201203, China. sicm@fudan.edu.cn bgwei1974@fudan.edu.cn.
  • Si CM; Department of Natural Medicine, School of Pharmacy, Fudan University, 826 Zhangheng Road, Shanghai 201203, China. sicm@fudan.edu.cn bgwei1974@fudan.edu.cn.
  • Wei BG; Department of Natural Medicine, School of Pharmacy, Fudan University, 826 Zhangheng Road, Shanghai 201203, China. sicm@fudan.edu.cn bgwei1974@fudan.edu.cn.
Org Biomol Chem ; 18(36): 7139-7150, 2020 09 23.
Article em En | MEDLINE | ID: mdl-32966517
ABSTRACT
A new approach to access 1-benzylisoindoline and 1-benzyl-tetrahydroisoquinoline has been developed through nucleophilic addition of organozinc reagents to N,O-acetals. A number of substituted organozinc reagents were amenable for this transformation, and the desired products were obtained with excellent yields. Moreover, Sc(OTf)3 proved to be an effective catalyst for the formation of 1-benzylisoindoline and 1-benzyl-tetrahydroisoquinoline using such nucleophilic addition.
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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Ano de publicação: 2020 Tipo de documento: Article
Texto completo
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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Ano de publicação: 2020 Tipo de documento: Article