Copper-Mediated One-Pot Access to Benzo[b][1,4]thiazines from 2-N-Sulfonylaminoaryl Disulfides

被引：6

作者：

Viglianisi, Caterina ^{[1
]}

Bonaccorsi, Paola ^{[2
]}

Simone, Lavinia ^{[1
]}

Nassini, Lucia ^{[1
]}

Menichetti, Stefano ^{[1
]}

机构：

[1] Polo Sci & Tecnol Univ Firenze, Dipartimento Chim Ugo Schiff, I-50019 Sesto Fiorentino, Italy

[2] Univ Messina, Dipartimento Chim Organ & Biol, I-98166 Messina, Italy

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2012年 / 2012卷 / 09期

关键词：

Synthetic methods; Disulfides; Sulfur heterocycles; Copper; Cycloaddition; DIELS-ALDER REACTION; ANTIOXIDANT ACTIVITY; DERIVATIVES; SULFUR;

D O I：

10.1002/ejoc.201200023

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2-N-Sulfonylaminoaryl disulfides can be converted into the corresponding benzo[b][1,4]thiazines in one pot when reacted with an electron-rich alkene in the presence of a base and a substoichiometric amount of a copper salt. Depending upon the reaction conditions, and in particular the copper salt used, we observed the concurrent formation of variable amounts of the corresponding benzo[b][1,4]thiazine S-oxides that are not the result of a post-oxidation reaction. The overall procedure can provide simple access to benzo[b]thiazines or thiazine S,S-dioxides by sequential reduction or oxidation of the crude reaction mixtures.

引用

页码：1707 / 1711

页数：5

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