Conversion of Phenols into Selenophenols: Seleno Newman–Kwart Rearrangement1. Issue 47 (17th September 2013)

• Record Type: Journal Article
• Authors: Sørensen, Anne; Rasmussen, Brian; Agarwal, Shubham; Schau‐Magnussen, Magnus; Sølling, Theis I.; Pittelkow, Michael
• Is Part Of: Angewandte Chemie international edition. Volume 52:Issue 47(2013)
• Page Start: 12346
• Page End: 12349
• Publication Date: 2013-09-17
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201303773
• Languages: English
• ISSNs: 1433-7851

Abstract

<abstract abstract-type="graphical" xml:lang="en"> <title> <x xml:space="preserve">Abstract</x> </title> <p> <bold>A 'Se'lling point</bold>: The first thermally induced O_Ar→Se_Ar migration reaction is reported, and it can be used to prepare aryl selenols in three steps from the corresponding phenols. <italic>O</italic>‐aryl selenocarbamates rearrange to <italic>Se</italic>‐aryl carbamates via a four‐membered transition state (see scheme). The aryl selenols (isolated as the diselenides) can be prepared by hydrolysis of the <italic>Se</italic>‐aryl selenocarbamates.<boxed-text content-type="graphic" position="anchor" orientation="portrait"><graphic position="anchor" mimetype="image" xlink:href="ark:/27927/pgg4t78sdsz" orientation="portrait" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink" /></boxed-text></p> </abstract>