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Divergent Synthesis of Isoquinolone and Isocoumarin Derivatives by the Annulation of Benzoic Acid with -Vinyl Amide. | LitMetric

Divergent Synthesis of Isoquinolone and Isocoumarin Derivatives by the Annulation of Benzoic Acid with -Vinyl Amide.

Org Lett

Key Laboratory of Green Chemistry & Technology, Ministry of Education College of Chemistry , Sichuan University, Chengdu 610064 , P. R. China.

Published: December 2019

A simple and efficient method for the synthesis of isoquinolone and isocoumarin derivatives is reported. The method for the first time provides a one-step divergent synthesis of important isoquinolone and isocoumarin skeletons from benzoic acid by switching the coupling partners. In addition, a reliable mechanism has been proposed on the basis of experimental investigations, including kinetic isotope effect experiments, C labeling experiments, time-tracking experiments, and competitive experiments, as well as DFT calculation studies.

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http://dx.doi.org/10.1021/acs.orglett.9b03638DOI Listing

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