1,3-Dipolar cycloadditions of fluorinated nitrones with thioketones

被引：13
|
作者：
Mloston, Grzegorz [1 ]
Obijalska, Emilia [1 ]
Celeda, Malgorzata [1 ]
Mittermeier, Verena [1 ]
Linden, Anthony [2 ]
Heimgartner, Heinz [2 ]
机构：
[1] Univ Lodz, Dept Organ & Appl Chem, PL-91403 Lodz, Poland
[2] Univ Zurich, Dept Chem, CH-8057 Zurich, Switzerland
来源：
JOURNAL OF FLUORINE CHEMISTRY | 2014年 / 165卷
关键词：
Nitrones; Thioketones; 1; 3-Dipolar cycloadditions; 5-Membered heterocycles; Fluorinated heterocycles; N-OXIDES; THIONES; REGIOSELECTIVITY; HETEROCYCLES; CHEMISTRY; RESONANCE;
D O I：
10.1016/j.jfluchem.2014.05.015
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
Fluorinated nitrones derived from fluoral and difluoroacetaldehyde react with thioketones via [3 + 2] cycloaddition yielding 1,4,2-oxathiazolidines in a regioselective manner. Unexpectedly, cycloaliphatic thioketones react faster than aromatic thioketones. Due to the presence of a fluorinated alkyl group, the cycloadducts display a remarkable stability and do not decompose at room temperature in the crystalline form nor in solution. (C) 2014 Elsevier B.V. All rights reserved.
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收藏
页码：27 / 32
页数：6
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