Silver Trifluoromethanesulfonate-Catalyzed Annulation of Propargylic Alcohols with 3-Methyleneisoindolin-1-one.

Li, Xue-Song; Han, Ya-Ping; Xu, Dan-Tong; Li, Ming; Wei, Wan-Xu; Liang, Yong-Min

Li, Xue-Song; Han, Ya-Ping; Xu, Dan-Tong; Li, Ming; Wei, Wan-Xu; Liang, Yong-Min.

Afiliación

Li XS; State Key Laboratory of Applied Organic Chemistry , Lanzhou University , Lanzhou 730000 , P.R. China.
Han YP; School of Chemical Engineering and Technology , Hebei University of Technology , Tianjin 300130 , P.R. China.
Xu DT; State Key Laboratory of Applied Organic Chemistry , Lanzhou University , Lanzhou 730000 , P.R. China.
Li M; State Key Laboratory of Applied Organic Chemistry , Lanzhou University , Lanzhou 730000 , P.R. China.
Wei WX; State Key Laboratory of Applied Organic Chemistry , Lanzhou University , Lanzhou 730000 , P.R. China.
Liang YM; State Key Laboratory of Applied Organic Chemistry , Lanzhou University , Lanzhou 730000 , P.R. China.

J Org Chem ; 85(4): 2626-2634, 2020 Feb 21.

Article en En | MEDLINE | ID: mdl-31880453

RESUMEN

A silver-catalyzed formal [3 + 3] annulation of 3-methyleneisoindolin-1-one with alkynol for the synthesis of 1,5-dihydroindolizin-3(2H)-one derivatives is disclosed. The protocol allows practical synthesis of N-heterocyclic scaffolds with a broad scope of functional groups and could be efficiently scaled up to gram scale, which incarnates a potential application of this methodology. In addition, a range of chlorine anion substitution of alkenes can be constructed by adjusting the structure of the alkynol substrates with the use of TMSCl.

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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Tipo de estudio: Guideline Idioma: En Revista: J Org Chem Año: 2020 Tipo del documento: Article Pais de publicación: Estados Unidos

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