Chemoselective Electrochemical Synthesis of 3-Hydroxyisoindolinones from Phthalimide Imines
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.
Authors
- Zenghui Ye (ORCID: https://orcid.org/0000-0003-2024-2122)
- Xi Zhang (ORCID: https://orcid.org/0000-0003-0032-6636)
- Jian‐Xing Xu (ORCID: https://orcid.org/0000-0002-6445-4189)
- Yicai Li
- Wei-Yuan Ma (ORCID: https://orcid.org/0009-0006-3857-4319)
- Qiaohong Xu
- Fengzhi Zhang
Institutions
- Hangzhou Medical College (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2026-10-14
- DOI
- https://doi.org/10.1021/acs.joc.6c01017
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- National Natural Science Foundation of China