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.

引用

页码：27 / 32

页数：6

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