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Efficient Synthesis of a (Z)-3-Methyleneisoindolin-1-one Library Using Cu(OAc)(2)•H(2)O/DBU under Microwave Irradiation

Microwave-promoted efficient synthesis of a (Z)-3-methyleneisoindolin-1-one library from 2-bromobenzamides and terminal alkynes using Cu(OAc)(2)•H(2)O/DBU is described. Various benzamide substituents, ring substitutions, including heteroaryl, aryl acetylenes and aliphatic alkynes, could be applied t...

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Detalles Bibliográficos
Autores principales: Zhang, Li, Zhang, Yongliang, Wang, Xin, Shen, Jingkang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6269936/
https://www.ncbi.nlm.nih.gov/pubmed/23292328
http://dx.doi.org/10.3390/molecules18010654
Descripción
Sumario:Microwave-promoted efficient synthesis of a (Z)-3-methyleneisoindolin-1-one library from 2-bromobenzamides and terminal alkynes using Cu(OAc)(2)•H(2)O/DBU is described. Various benzamide substituents, ring substitutions, including heteroaryl, aryl acetylenes and aliphatic alkynes, could be applied to afford the desired products in good to moderate yield with high stereoselectivity. It is noteworthy that DBU maybe play a dual role as not only the base, but also as a ligand for copper. The reaction is catalyzed by the complex of Cu(OAc)(2)•H(2)O and DBU without other additives.