Stereoselective synthesis of tetrasubstituted 2,3-dihydrofurans by one-step cyclization of β-ketosulfides of benzothiazole and aldehydes in ionic liquids

被引：38

作者：

Calò, V

Scordari, F

Nacci, A

Schingaro, E

D'Accolti, L

Monopoli, A

机构：

[1] Univ Bari, Dept Chem, Ist Chim Composti Organomet, I-70126 Bari, Italy

[2] Univ Bari, Dept Geomineral, I-70126 Bari, Italy

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2003年 / 68卷 / 11期

关键词：

D O I：

10.1021/jo026849a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A stereoselective synthesis of tetrasubstituted 2,3-dihydrofurans was carried out in n-butylpyridinium tetrafluoroborate ([bpy(+)] [BF4-]) as solvent. The reaction proceeds smoothly in one step starting from simple materials such as aldehydes and beta-ketosulfides of benzothiazole. A comparison between several ionic liquids (ILs) is presented, and the role of the benzothiazolyl moiety is discussed. Workup proved to be very easy and recycling of IL possible.

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页码：4406 / 4409

页数：4

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