Synlett 2010(12): 1766-1770  
DOI: 10.1055/s-0030-1258119
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

MoO2Cl2(dmf)2-Catalyzed Domino Reactions of ω-Nitro Alkenes to 3,4-Dihydro-2H-1,4-benzothiazines and Other Heterocycles

Chandi C. Malakar, Elena Merisor, Jürgen Conrad, Uwe Beifuss*
Bioorganische Chemie, Institut für Chemie, Universität Hohenheim, Garbenstr. 30, 70599 Stuttgart, Germany
Fax: +49(711)45922951; e-Mail: ubeifuss@uni-hohenheim.de;
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Publication History

Received 6 April 2010
Publication Date:
30 June 2010 (online)

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Abstract

Using the transformation of allyl 2-nitrophenyl thio­ethers to 3,4-dihydro-2H-1,4-benzothiazines as an example the reductive cyclization of ω-nitroalkenes to saturated N-heterocycles can be performed highly selective and with high yields if a combination of MoO2Cl2(dmf)2 as a catalyst and Ph3P as reducing agent are employed.