Copper‐Mediated One‐Pot Access to 2, 3‐Dihydrobenzo[b][1, 4]oxathiines from o, o′‐Dihydroxydisulfides. Issue 5 (20th May 2014)

• Record Type: Journal Article
• Authors: Viglianisi, Caterina; Sinni, Aidona; Menichetti, Stefano
• Is Part Of: Heteroatom chemistry. Volume 25:Issue 5(2014:Sep.)
• Page Start: 361
• Page End: 366
• Publication Date: 2014-05-20
• Subjects: Heterocyclic chemistry -- Periodicals; 547.59
• DOI: 10.1002/hc.21159
• Languages: English
• ISSNs: 1042-7163

Abstract

<abstract abstract-type="main"> <title>ABSTRACT</title> <p>o, o′‐Dihydroxydisulfides can be transformed to the corresponding o‐thioquinones using a substoichiometric amount of Cu(II) salts to promote a thiolate anion 1, 4‐elimination at sulfur. o‐Thioquinones are trapped in situ as dienes in an inverse electron‐demand hetero Diels–Alder reaction with electron‐rich alkenes acting as dienophiles to give, one‐pot, 2, 3‐dihydrobenzo[b][1, 4]oxathiine cycloadducts.</p> </abstract>