Copper‐Catalyzed Aerobic Intramolecular Dehydrogenative Cyclization of N, N‐Disubstituted Hydrazones through C sp 3H Functionalization1. Issue 9 (23rd January 2013)

• Record Type: Journal Article
• Authors: Zhang, Guangwu; Zhao, Yan; Ge, Haibo
• Is Part Of: Angewandte Chemie international edition. Volume 52:Issue 9(2013)
• Page Start: 2559
• Page End: 2563
• Publication Date: 2013-01-23
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201209618
• Languages: English
• ISSNs: 1433-7851

Abstract

<abstract abstract-type="graphical" xml:lang="en"> <title> <x xml:space="preserve">Abstract</x> </title> <p> <bold>An aerobic activity</bold>: The title reaction proceeds through an oxidation/cyclization/aromatization sequence under an atmosphere of O₂ (see scheme; DBU=1, 8‐diazabicyclo[5.4.0]undec‐7‐ene, DCE=1, 2‐dichloroethane, DMS=dimethylsulfide). This coupling reaction is the first to proceed via an iminium intermediate for a C<mml:math overflow="scroll" xmlns:mml="http://www.w3.org/1998/Math/MathML"><mml:msub><mml:mtext> </mml:mtext><mml:mrow><mml:mtext>sp</mml:mtext><mml:msup><mml:mtext> </mml:mtext><mml:mrow><mml:mtext>3</mml:mtext></mml:mrow></mml:msup></mml:mrow></mml:msub></mml:math><inline-graphic xlink:href="ark:/27927/pgg1v49fq9m" mimetype="image" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink" />H bond‐functionalization process, and provides an environmentally friendly and atom‐efficient access to substituted pyrazoles.<boxed-text content-type="graphic" position="anchor" orientation="portrait"><graphic position="anchor" mimetype="image" xlink:href="ark:/27927/pgg1v49fj8g" orientation="portrait" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink" /></boxed-text></p> </abstract>