z-logo
Premium
Copper‐Mediated One‐Pot Access to Benzo[ b ][1,4]thiazines from 2‐ N ‐Sulfonylaminoaryl Disulfides
Author(s) -
Viglianisi Caterina,
Bonaccorsi Paola,
Simone Lavinia,
Nassini Lucia,
Menichetti Stefano
Publication year - 2012
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201200023
Subject(s) - chemistry , thiazine , salt (chemistry) , copper , alkene , base (topology) , redox , combinatorial chemistry , medicinal chemistry , organic chemistry , catalysis , mathematical analysis , mathematics
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.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here
Accelerating Research

Address

John Eccles House
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom