Electrochemical Aerobic Oxidation and Cyclization of 2-Alkylbenzamides toward 3-Hydroxyisoindolinones
Jee Eun Hong1, Haein Jeon1, Jae-Hwan Kwak2
1College of Pharmacy, Chungnam National University, 99, Daehak-ro, Yuseong-gu, Daejeon 34134, Republic of Korea.
Abstract:
In this study, we present an electrochemical method for forming C(sp3)-N and C(sp3)-O bonds from 2-alkylbenzamides, leading to the synthesis of 3-hydroxyisoindolinones. This reaction demonstrates broad substrate compatibility and can efficiently transform 2-alkylbenzamides with primary and secondary C(sp3)-H bonds by using n-Bu4NBr under open-air conditions. The proposed methodology provides a straightforward, efficient, and atom-economical route to access diverse 3-hydroxyisoindolinones (28 examples, up to 82% yield).
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