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Radical 'On Water' Addition to the C═N Bond of Hydrazones: A Synthesis of Isoindolinone Derivatives
- Source :
- The Journal of Organic Chemistry. 83:7373-7379
- Publication Year :
- 2018
- Publisher :
- American Chemical Society (ACS), 2018.
-
Abstract
- A radical "on water" addition to the C═N bond of hydrazones has been described. Hydrazone, diphenylsilane, alkyl iodide, and triethylborane afforded the corresponding addition products "on water" in good yields. A significant solvent effect was observed from the water. The developed protocol can be applied to the synthesis of 3-substituted isoindolinone derivatives. Moreover, the process offers environmentally benign tin-free radical reaction conditions.
Details
- ISSN :
- 15206904 and 00223263
- Volume :
- 83
- Database :
- OpenAIRE
- Journal :
- The Journal of Organic Chemistry
- Accession number :
- edsair.doi.dedup.....3c8ea8ae443337377cd43198737b1a7b