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E-Journal of Chemistry
Volume 7, Issue 4, Pages 1184-1189
http://dx.doi.org/10.1155/2010/931015

Ultrasonicated Synthesis of N-Benzyl-2,3-substituted Morpholines, via the Mitsunobu Diol Cyclisation

B. Jayachandra Reddy and M. C. Somasekhara Reddy

Department of Basic Sciences, G.P.R.Engg. College (Autonomous), Kurnool-518 002, India

Received 21 September 2009; Revised 29 December 2009; Accepted 4 February 2010

Copyright © 2010 Hindawi Publishing Corporation. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Abstract

A facile five step synthesis of N-benzyl-2,3-substituted morpholines (i-iii) was performed. The key steps were microwave assisted Friedel-crafts acylation and diol cyclization carried out via an ultra sonication of Mitsunobu reaction using DEAD (diethylazodicarboxylate), TPP in THF for 1 h. The morpholine products were generated as diasteriomers (ii andiii) which has been separated by the column chromatography to good yield. The structure of compounds (i-iii) has been characterized by the spectral and chemical studies.