Fused Isothiazole S-Oxide Systems from Cycloaddition Reactions of N-Benzylisothiazol-3-amine 1-Oxide

被引：3

作者：

Clerici, Francesca ^{[1
]}

Casoni, Alessandro

Contini, Alessandro

Gelmi, Maria L.

Pellegrino, Sara

机构：

[1] Univ Milan, Ist Chim Organ A Marchesini, Fac Farm, IT-20133 Milan, Italy

来源：

HELVETICA CHIMICA ACTA | 2009年 / 92卷 / 04期

关键词：

NMR; DERIVATIVES; C-13; H-1;

D O I：

10.1002/hlca.200800342

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The racemic N-benzylisothiazol-3-amine 1-oxide (2) was demonstrated to be an efficient partner in Diels - Alder reactions (Schemes 2-4) and a good dipolarophile in 1,3-dipolar cycloaddition reactions with nitrile oxides (Scheme 5). Polycyclic isothiazole S-oxides with different substitution patterns were obtained from 2 in good yield and in a fully regioselective way. Improved diastereoselection was observed preforming the Diels - Alder or 1,3-dipolar cycloaddition reactions in H2O.

引用

页码：779 / 789

页数：11

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