SnAP Reagents for the Transformation of Aldehydes into Substituted Thiomorpholines—An Alternative to Cross‐Coupling with Saturated Heterocycles1. Issue 6 (23rd December 2012)

• Record Type: Journal Article
• Authors: Vo, Cam‐Van T.; Mikutis, Gediminas; Bode, Jeffrey W.
• Is Part Of: Angewandte Chemie international edition. Volume 52:Issue 6(2013)
• Page Start: 1705
• Page End: 1708
• Publication Date: 2012-12-23
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201208064
• Languages: English
• ISSNs: 1433-7851

Abstract

<abstract abstract-type="graphical" xml:lang="en"> <title> <x xml:space="preserve">Abstract</x> </title> <p> <bold>It's a SnAP!</bold> The transformation of aldehydes into <italic>N</italic>‐unsubstituted 3‐thiomorpholines provides a convenient alternative to metal‐catalyzed cross‐coupling reactions, which are generally unsuited to the functionalization of saturated N‐heterocycles. A copper‐mediated radical cyclization is the key to the mild conditions, high functional group tolerance, and broad substrate scope offered by these reagents.<boxed-text content-type="graphic" position="anchor" orientation="portrait"><graphic position="anchor" mimetype="image" xlink:href="ark:/27927/pgg1v48gh9j" orientation="portrait" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink" /></boxed-text></p> </abstract>