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Molecules 2013, 18(4), 4293-4307; doi:10.3390/molecules18044293
Communication

Manganese(III) Acetate-mediated Oxidative Cyclization of a-Methylstyrene and trans-Stilbene with b-Ketosulfones

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Received: 27 February 2013 / Revised: 3 April 2013 / Accepted: 4 April 2013 / Published: 11 April 2013
(This article belongs to the Section Organic Synthesis)
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Abstract

A convenient microwave irradiation protocol was utilized for the synthesis of b-ketosulfones 15 in good yields. These sulfones reacted with alkenes through a radical oxidative cyclization mediated by Mn(OAc)3. Dihydrofurans 610 were obtained in moderate to good yields starting from 1,1-disubstituted alkenes. Dihydrofurans 1115 were synthesized in moderate yields and unexpected cyclopropanes 1619 were obtained in low yields starting from 1,2-disubstituted alkenes. This protocol offers access to various dihydrofurans which could be tested for their antiparasitic potential.
Keywords: manganese(III) acetate; dihydrofuran; radicals manganese(III) acetate; dihydrofuran; radicals
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.

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Bouhlel, A.; Curti, C.; Tabelé, C.; Vanelle, P. Manganese(III) Acetate-mediated Oxidative Cyclization of a-Methylstyrene and trans-Stilbene with b-Ketosulfones. Molecules 2013, 18, 4293-4307.

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