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Synlett 2012; 23(4): 637-639
DOI: 10.1055/s-0031-1290160
letter
© Georg Thieme Verlag Stuttgart · New York

Expedient Microwave-Assisted Synthesis of Novel 6-Substituted 5-Alkoxy(benzyloxy)-3,6-dihydro-2H-1,3,4-oxadiazin-2-ones

Detlef Geffken*
Institute of Pharmacy, University of Hamburg, Bundesstr. 45, 20146 Hamburg, Germany, Fax: +49(40)428386573   Email: geffken@chemie.uni-hamburg.de
,
Finn K. Hansen
Institute of Pharmacy, University of Hamburg, Bundesstr. 45, 20146 Hamburg, Germany, Fax: +49(40)428386573   Email: geffken@chemie.uni-hamburg.de
,
Mehdi Khankischpur
Institute of Pharmacy, University of Hamburg, Bundesstr. 45, 20146 Hamburg, Germany, Fax: +49(40)428386573   Email: geffken@chemie.uni-hamburg.de
,
Tobias Mauz
Institute of Pharmacy, University of Hamburg, Bundesstr. 45, 20146 Hamburg, Germany, Fax: +49(40)428386573   Email: geffken@chemie.uni-hamburg.de
,
Ronald Meurer
Institute of Pharmacy, University of Hamburg, Bundesstr. 45, 20146 Hamburg, Germany, Fax: +49(40)428386573   Email: geffken@chemie.uni-hamburg.de
› Author Affiliations
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Publication History

Received: 14 October 2011

Accepted after revision: 04 January 2012

Publication Date:
03 February 2012 (online)

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Abstract

Novel 6-substituted 5-alkoxy(benzyloxy)-3,6-dihydro-2H-1,3,4-oxadiazin-2-ones have been prepared in good yields and very short reaction times by intramolecular cyclization of α-hydroxyhydrazonates in the presence of sodium ethoxide under microwave irradiation.

Key words

hydrazonates - nitrogen heterocycles - cyclization - microwave-assisted synthesis - ring closure

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