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Selective N-functionalization of Arylhydrazines with Primary Alcohols and Acids under PPh3/DDQ System
- Source :
- The Journal of Organic Chemistry; 20240101, Issue: Preprints
- Publication Year :
- 2024
-
Abstract
- We present a PPh3/DDQ-mediated regiospecific selective N-functionalization of arylhydrazines with primary benzylic alcohols and aryl carboxylic acids for the synthesis of N1-benzyl arylhydrazines and N2-acyl arylhydrazines, respectively. This metal- and base-free approach features very short reaction times (about 10 min), broad substrate scope, good functional group tolerance, and mild reaction conditions. Furthermore, N1-benzlated products have also been successfully applied to the concise synthesis of N-substituted indoles and anticancer drug MDM2 inhibitor.
Details
- Language :
- English
- ISSN :
- 00223263
- Issue :
- Preprints
- Database :
- Supplemental Index
- Journal :
- The Journal of Organic Chemistry
- Publication Type :
- Periodical
- Accession number :
- ejs66773824
- Full Text :
- https://doi.org/10.1021/acs.joc.4c00915