A green approach for the regio- and stereo-selective syntheses of (Z)-3-methyleneisoindoline-1-ones in aqueous medium

作者：Chatterjee Nivedita; Sarkar Swarbhanu; Pal Rammyani; Sen Asish Kumar^*

来源：Tetrahedron Letters, 2013, 54(29): 3748-3751.

DOI：10.1016/j.tetlet.2013.05.004

• (Z)-3-Methyleneisoindoline-1-one
• Cu-free Sonogashira
• 2-(Phenylcarbamoyl)phenyl-1-H-imidazole-1-sulfonates
• 5-Exo-dig cyclization
• Sonication
• Aqueous medium

A high yielding novel methodology was developed for the regio- and stereo-selective syntheses of (Z)-3-methyleneisoindoline-1-ones from substituted 2-phenylethynyl benzamides, generated in situ from 2(phenylcarbamoyl)phenyl-1-H-imidazole-1-sulfonates and corresponding alkyne by Cu-free Sonogashira cross-coupling-5-exo-dig-cyclization in aqueous medium under sonication. The compound could easily be purified by recrystallization from EtOAc without column chromatography.

• 出版日期2013-7-17