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Synlett 2012(1): 80-84  
DOI: 10.1055/s-0031-1290087
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Imidazolidine-2-(thi)ones via C2-Selective Oxidation and Thionation of 2-Imidazolinium Halides

Maurice Mooijman, Robin S. Bon, Nanda E. Sprenkels, Hugo N. van Oosterhout, Frans J. J. de Kanter, Marinus B. Groen, Eelco Ruijter*, Romano V. A. Orru*
Department of Chemistry & Pharmaceutical Sciences and Amsterdam Institute for Molecules, Medicines and Systems (AIMMS), VU University Amsterdam, De Boelelaan 1083, 1081 HV Amsterdam, The Netherlands
Fax: +31(20)5987488; e-Mail: r.v.a.orru@vu.nl; e-Mail: e.ruijter@vu.nl;
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Publication History

Received 11 October 2011
Publication Date:
05 December 2011 (online)

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Abstract

This article describes a scope study for the synthesis of imidazolidine-2-(thi)ones by selective oxidation or thionation of 2-imidazolinium halides, which in turn are synthesized by alkylation of 2-imidazolines obtained from an initial multicomponent reaction.

Key words

alkylation - cyclization - heterocycles - imines - multicomponent reactions

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