Isatins were obtained by cross-dehydrogenative C-N annulation and dealkylative C-N annulation of 2'-N-aryl/alkylaminoacetophenones and 2'-N,N-dialkylaminoacetophenones respectively in the presence of Cu(OAc)2·H2O/NaOAc/air. However, on reaction with CuBr, 2'-N-benzylaminoacetophenones underwent selective oxidation of an α-methylene group of amine rather than the 2-acetyl group to provide corresponding benzamides exclusively. Base played an important role in selective oxidation by lowering the temperature and time.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/ol402750r | DOI Listing |
Publication Analysis
Top Keywords
cross-dehydrogenative c-n
8
c-n annulation
8
selective oxidation
8
copper-mediated selective
4
selective c-h
4
c-h activation
4
activation cross-dehydrogenative
4
c-n coupling
4
coupling 2'-aminoacetophenones
4
2'-aminoacetophenones isatins
4
Similar Publications
Want AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!