Synthesis of <i>N</i>-Alkylated Indolines and Indoles from Indoline and Aliphatic Ketones

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

JOURNAL OF HETEROCYCLIC CHEMISTRY, cilt.52, sa.5, ss.1589-1594, 2015 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 52 Sayı: 5
  • Basım Tarihi: 2015
  • Doi Numarası: 10.1002/jhet.2337
  • Dergi Adı: JOURNAL OF HETEROCYCLIC CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Index Chemicus (IC)
  • Sayfa Sayıları: ss.1589-1594
  • Ankara Üniversitesi Adresli: Hayır

Özet

A survey of redox aminations of indoline with aliphatic ketones using bismuth nitrate as catalyst is described. A reaction of an equivalent amount of indoline and aliphatic cyclic and acyclic ketones provides a mixture of excessive alkylated indole derivatives over typically redox isomerization and reductive alkylation pathways while using of the five equivalent of indoline provides N-alkylated indolines as a reductive alkylation product. The desired N-alkyl indoles from the oxidation of N-alkyl indolines were obtained in excellent yields.