One-pot synthesis of N-substituted 2-methyl-4,5,6,7-tetrahydroindole derivatives


Tanyeli C., Akhmedov I., Yazicioglu E.

TETRAHEDRON LETTERS, vol.45, no.52, pp.9627-9629, 2004 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 45 Issue: 52
  • Publication Date: 2004
  • Doi Number: 10.1016/j.tetlet.2004.10.145
  • Journal Name: TETRAHEDRON LETTERS
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.9627-9629
  • Keywords: 4,5,6,7-tetrahydroindoles, enamines, EFFICIENT, INDOLE, RING, INHIBITORS, REDUCTION, PYRROLE
  • Middle East Technical University Affiliated: Yes

Abstract

We describe the preliminary results of one-pot syntheses of various N-substituted 2-methyl-4,5,6,7-tetrahydroindole derivatives from 2-(2-bromoailyl)cyclohexanone and the corresponding primary amines in good yields. Aliphatic amines were directly converted to tetrahydroindoles, whereas aromatic amines needed an extra base treatment step to complete the transformation. (C) 2004 Elsevier Ltd. All rights reserved.