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Electrochemical-induced benzyl C–H amination towards the synthesis of isoindolinones via aroyloxy radical-mediated C–H activation.
- Source :
-
Green Chemistry . 2/21/2022, Vol. 24 Issue 4, p1445-1450. 6p. - Publication Year :
- 2022
-
Abstract
- The rapid synthesis of valuable isoindolinones with cheap and easily available starting materials under mild conditions is of great importance, but is challenging. We enclose here a novel electrochemical strategy to selectively and sustainably access isoindolinone using simple o-alkyl benzoic acids and nitriles as substrates under metal catalyst and external oxidant-free conditions. The protocol shows a very good functional group tolerance. Mechanistic investigations suggest that aroyloxy radicals are involved in this transformation, which initiates the benzylic C–H amination event by a 1,5-HAT process. Meanwhile, nitrile as the nitrogen source plays a vital role, as its derived intermediate facilitates the construction of the amide bond in the product. [ABSTRACT FROM AUTHOR]
- Subjects :
- *AMINATION
*BENZOATES
*METAL catalysts
*FUNCTIONAL groups
*NITRILES
Subjects
Details
- Language :
- English
- ISSN :
- 14639262
- Volume :
- 24
- Issue :
- 4
- Database :
- Academic Search Index
- Journal :
- Green Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 155357648
- Full Text :
- https://doi.org/10.1039/d1gc04676d