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Metal-Free Iodine(III)-Promoted Synthesis of Isoquinolones

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posted on 2014-11-21, 00:00 authored by Zhi-Wei Chen, Yi-Zhou Zhu, Jin-Wang Ou, Ya-Ping Wang, Jian-Yu Zheng
A metal-free oxidative cycloaddition reaction of substituted benzamides and alkynes has been developed for the synthesis of isoquinolones by using bis­(trifluoracetoxy)­iodobenzene (PIFA) and trifluoroacetic acid (TFA). Under mild conditions, a wide variety of isoquinolones were conveniently prepared via oxidative annulation of simple N-methoxybenzamide and diarylacetylene or aryl/alkyl acetylene derivatives in yields up to 87%.