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DMSO/SOCl2-mediated C(sp2)-H amination: switchable synthesis of 3-unsubstituted indole and 3-methylthioindole derivatives.
Zhang, Jingran; Li, Xiaoxian; Li, Xuemin; Shi, Haofeng; Sun, Fengxia; Du, Yunfei.
Afiliação
  • Zhang J; School of Pharmaceutical Science and Technology, Tianjin University, Tianjin 300072, China. duyunfeier@tju.edu.cn.
  • Li X; School of Pharmaceutical Science and Technology, Tianjin University, Tianjin 300072, China. duyunfeier@tju.edu.cn.
  • Li X; School of Pharmaceutical Science and Technology, Tianjin University, Tianjin 300072, China. duyunfeier@tju.edu.cn.
  • Shi H; School of Pharmaceutical Science and Technology, Tianjin University, Tianjin 300072, China. duyunfeier@tju.edu.cn.
  • Sun F; College of Chemical and Pharmaceutical Engineering, Hebei University of Science and Technology, Hebei Research Center of Pharmaceutical and Chemical Engineering, Shijiazhuang 050018, China.
  • Du Y; School of Pharmaceutical Science and Technology, Tianjin University, Tianjin 300072, China. duyunfeier@tju.edu.cn.
Chem Commun (Camb) ; 57(4): 460-463, 2021 Jan 19.
Article em En | MEDLINE | ID: mdl-33406208
ABSTRACT
The reaction of 2-alkenylanilines with SOCl2 in DMSO was found to selectively afford 3-unsubstituted indoles and 3-methylthioindoles. This switchable approach was found to be temperature-dependent at room temperature, the reaction afforded 3-unsubstituted indoles through intramolecular cyclization and elimination; while at higher temperature, the reaction gave 3-methylthioindoles via further electrophilic methylthiolation.
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Texto completo: 1 Base de dados: MEDLINE Idioma: En Ano de publicação: 2021 Tipo de documento: Article
Texto completo
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Texto completo: 1 Base de dados: MEDLINE Idioma: En Ano de publicação: 2021 Tipo de documento: Article