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Concise Synthesis of Isocoumarins through Rh-Catalyzed Direct Vinylene Annulation: Scope and Mechanistic Insight

Gen Mihara, Koushik Ghosh, Yuji Nishii* and Masahiro Miura*

*Graduate School of Engineering, Osaka University, Suita, Osaka 565-0871, Japan, Email: y_nishiichem.eng.osaka-u.ac.jp, miurachem.eng.osaka-u.ac.jp

G. Mihara, K. Ghosh, Y. Nishii, M. Miura, Org. Lett., 2020, 22, 5706-5711.

DOI: 10.1021/acs.orglett.0c02112 (free Supporting Information)


Abstract

An electron-deficient CpERh complex catalyzes an efficient synthesis of 3,4-unsubstituted isocoumarins from readily available benzoic acids and vinylene carbonate as a vinylene transfer reagent without any external oxidants as well as bases.

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proposed mechanism



Key Words

isocoumarins


ID: J54-Y2020