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An aryl thiol-vinyl azide coupling reaction and a thiol-vinyl azide coupling/cyclization cascade: efficient synthesis of ß-ketosulfides and arene-fused 5-methylene-2-pyrrolidinone derivatives.
Wang, Yong; Wang, Yu-Jiao; Liang, Xian-Chen; Shen, Mei-Hua; Xu, Hua-Dong; Xu, Defeng.
Afiliação
  • Wang Y; Jiangsu Key Laboratory of Advanced Catalytic Materials & Technology, School of Pharmacy, Changzhou University, Changzhou, Jiangsu Province 213164, China. hdxu@cczu.edu.cn markxu@cczu.edu.cn.
  • Wang YJ; Jiangsu Key Laboratory of Advanced Catalytic Materials & Technology, School of Pharmacy, Changzhou University, Changzhou, Jiangsu Province 213164, China. hdxu@cczu.edu.cn markxu@cczu.edu.cn.
  • Liang XC; Jiangsu Key Laboratory of Advanced Catalytic Materials & Technology, School of Pharmacy, Changzhou University, Changzhou, Jiangsu Province 213164, China. hdxu@cczu.edu.cn markxu@cczu.edu.cn.
  • Shen MH; Jiangsu Key Laboratory of Advanced Catalytic Materials & Technology, School of Pharmacy, Changzhou University, Changzhou, Jiangsu Province 213164, China. hdxu@cczu.edu.cn markxu@cczu.edu.cn.
  • Xu HD; Jiangsu Key Laboratory of Advanced Catalytic Materials & Technology, School of Pharmacy, Changzhou University, Changzhou, Jiangsu Province 213164, China. hdxu@cczu.edu.cn markxu@cczu.edu.cn.
  • Xu D; Jiangsu Key Laboratory of Advanced Catalytic Materials & Technology, School of Pharmacy, Changzhou University, Changzhou, Jiangsu Province 213164, China. hdxu@cczu.edu.cn markxu@cczu.edu.cn.
Org Biomol Chem ; 19(23): 5169-5176, 2021 06 16.
Article em En | MEDLINE | ID: mdl-34037057
The addition reaction of thiol to vinyl azide has been extensively studied. Variously substituted aryl thiols are all viable for this coupling process. The scope of the other partner is successfully expanded from α-aryl vinyl azide to α-alkyl vinyl azide. A thiol-vinyl azide coupling/cyclization cascade is realized with substituted aryl vinyl azides carrying a 2-methoxycarbonyl group. The value of ß-ketosulfide products was demonstrated by its application in S-heterocycle synthesis.

Texto completo: 1 Base de dados: MEDLINE Idioma: En Ano de publicação: 2021 Tipo de documento: Article

Texto completo: 1 Base de dados: MEDLINE Idioma: En Ano de publicação: 2021 Tipo de documento: Article