Condensation of Indoline with Some 1,2-and 1,3-Diketones
JOURNAL OF HETEROCYCLIC CHEMISTRY, vol.53, no.6, pp.2096-2101, 2016 (SCI-Expanded, Scopus)
- Publication Type: Article / Article
- Volume: 53 Issue: 6
- Publication Date: 2016
- Doi Number: 10.1002/jhet.2580
- Journal Name: JOURNAL OF HETEROCYCLIC CHEMISTRY
- Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Index Chemicus (IC)
- Page Numbers: pp.2096-2101
- Ankara University Affiliated: No
Abstract
Bismuth nitrate catalyzed condensation reactions of indoline with 1,2- and 1,3-diketones were investigated and were reported to proceed via different reaction pathways with the involvement of one or two of the carbonyl groups. While the reaction of indoline with cyclohexane-1,3-dione (4) gave solely condensation product, the reaction between the acetylacetone (5) and indoline provided N-acetyl indoline as single products on retro-aldol process. In contrast to 1,3-diketones, the reaction with benzil (17) was performed under difficult conditions and proceeded to give secondary products.