Download PDF
Synthesis 1987; 1987(7): 641-645
DOI: 10.1055/s-1987-28033
communication
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

A Novel Two-Step Synthesis of Hexahydropyrazino[1,2-α]-quinolines

Walter H. N. Nijhuis* , Willem Verboom, David N. Reinhoudt
  • *Laboratory of Organic Chemistry, Twente University of Technology, P.O. Box 217, 7500 AE Enschede, The Netherlands
Further Information

Publication History

Publication Date:
20 August 2002 (online)

  PDF Download  Permissions and Reprints All articles of this category

The hexahydropyrazino[1,2-a]quinolines 2 were prepared in good yields by reaction of 2-(4-substituted 1-piperazinyl)benzaldehydes 5 with malononitrile and subsequent thermal cyclization of the condensation products 6; the latter reaction takes place via a concerted [1,5] hydrogen transfer and subsequent ring closure by addition of a carbanion to the iminium double bond.