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

被引：16
|
作者：
Bouhlel, Ahlem [1 ]
Curti, Christophe [1 ]
Tabele, Clemence [1 ]
Vanelle, Patrice [1 ]
机构：
[1] Aix Marseille Univ, CNRS, Inst Chim Radicalaire ICR, Lab Pharmacochim Radicalaire,Fac Pharm,UMR 7273, F-13385 Marseille 05, France
来源：
MOLECULES | 2013年 / 18卷 / 04期
关键词：
manganese(III) acetate; dihydrofuran; radicals; RADICAL CYCLIZATION; KETO-SULFONES; 1,3-DICARBONYL COMPOUNDS; DERIVATIVES; ALKENES; MN(III);
D O I：
10.3390/molecules18044293
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
A convenient microwave irradiation protocol was utilized for the synthesis of beta-ketosulfones 1-5 in good yields. These sulfones reacted with alkenes through a radical oxidative cyclization mediated by Mn(OAc)(3). Dihydrofurans 6-10 were obtained in moderate to good yields starting from 1,1-disubstituted alkenes. Dihydrofurans 11-15 were synthesized in moderate yields and unexpected cyclopropanes 16-19 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.
引用
收藏
页码：4293 / 4307
页数：15
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