Condensation of Indoline with Some 1,2-and 1,3-Diketones

KILIÇ H., AYDIN Ö., Bayindir S., SARAÇOĞLU N.

JOURNAL OF HETEROCYCLIC CHEMISTRY, cilt.53, sa.6, ss.2096-2101, 2016 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 53 Sayı: 6
  • Basım Tarihi: 2016
  • Doi Numarası: 10.1002/jhet.2580
  • Dergi Adı: JOURNAL OF HETEROCYCLIC CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Index Chemicus (IC)
  • Sayfa Sayıları: ss.2096-2101
  • Ankara Üniversitesi Adresli: Hayır

Özet

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.