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

, ,  and * email
Received: 27 February 2013; in revised form: 3 April 2013 / Accepted: 4 April 2013 / Published: 11 April 2013
(This article belongs to the Section Theoretical Chemistry)
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 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
PDF Full-text Download PDF Full-Text [369 KB, uploaded 18 June 2014 20:04 CEST]

Export to BibTeX |
EndNote


MDPI and ACS Style

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.

AMA Style

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(4):4293-4307.

Chicago/Turabian Style

Bouhlel, Ahlem; Curti, Christophe; Tabelé, Clémence; Vanelle, Patrice. 2013. "Manganese(III) Acetate-mediated Oxidative Cyclization of a-Methylstyrene and trans-Stilbene with b-Ketosulfones." Molecules 18, no. 4: 4293-4307.

Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert