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 from2-N-Sulfonylaminoaryl Disulfides / C.Viglianisi; P.Bonaccorsi; L.Simone; L.Nassini; S.Menichetti. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1434-193X. - STAMPA. - -:(2012), pp. 1707-1711. [10.1002/ejoc.201200023]
Copper-Mediated One-Pot Access to Benzo[b][1,4]thiazines from2-N-Sulfonylaminoaryl Disulfides
VIGLIANISI, CATERINA;MENICHETTI, STEFANO
2012
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 mixturesFile | Dimensione | Formato | |
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