Chemoselective Electrochemical Synthesis of 3-Hydroxyisoindolinones from Phthalimide Imines
Xi Zhang1, Yicai Li1, Qiaohong Xu1
1School of Pharmacy, Hangzhou Medical College, Hangzhou310014, P. R. China.
Abstract:
We report an electrochemical method for the radical-radical coupling of alkyl iodides with phthalimide imines under mild conditions. This operationally simple electro-reductive procedure enables selective reduction of carbonyl groups, offering an efficient route to access functionalized 3-hydroxyisoindolinones in moderate-to-excellent yields. Notably, the highly functionalized 3-hydroxyisoindolinones have shown promising bioactivity in preliminary assessments, pointing to the significant potential of this chemical scaffold for anticancer cell applications. A comparative analysis has demonstrated that the hydrazone moiety within the product structure plays an indispensable role in conferring bioactivity.
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