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Double 1,4-addition of (thio)salicylamides/thiosalicylic acids with propiolate derivatives: a direct, general synthesis of diverse heterocyclic scaffolds.
Wang, Hui-Hong; Shi, Tao; Gao, Wei-Wei; Zhang, Hong-Hua; Wang, Yong-Qiang; Li, Jun-Fang; Hou, Yong-Sheng; Chen, Jin-Hong; Peng, Xue; Wang, Zhen.
Afiliación
  • Wang HH; School of Pharmacy, Lanzhou University, West Dong gang Road. No. 199, Lanzhou 730000, China. pengx13@lzu.edu.cn.
Org Biomol Chem ; 15(38): 8013-8017, 2017 Oct 04.
Article en En | MEDLINE | ID: mdl-28920113
A simple and practical ring-closure procedure to prepare a range of diverse heterocycles has been developed. In this transformation, a variety of substituted (thio)salicylamides and thiosalicylic acids undergo a double 1,4-addition reaction with propiolate derivatives in the presence of an inorganic base (K3PO4), as a result benzothiazinones, benzoxazinones and benzoxathiinones were prepared in good to excellent yields, respectively, even in gram scales. In addition, further transformation towards more complex structures and oxicam drug analogues has also been successfully carried out.

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Org Biomol Chem Asunto de la revista: BIOQUIMICA / QUIMICA Año: 2017 Tipo del documento: Article País de afiliación: China Pais de publicación: Reino Unido

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Org Biomol Chem Asunto de la revista: BIOQUIMICA / QUIMICA Año: 2017 Tipo del documento: Article País de afiliación: China Pais de publicación: Reino Unido