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.

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

BONACCORSI, Paola Maria;
2012-01-01

Abstract

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.
2012
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11570/1967628
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