Diversity in Gold‐Catalyzed Formal Cycloadditions of Ynamides with Azidoalkenes or 2H‐Azirines: [3+2] versus [4+3] Cycloadditions. Issue 30 (11th June 2015)

• Record Type: Journal Article
• Authors: Pawar, Samir Kundlik; Sahani, Rajkumar Lalji; Liu, Rai‐Shung
• Is Part Of: Chemistry. Volume 21:Issue 30(2015)
• Page Start: 10843
• Page End: 10850
• Publication Date: 2015-06-11
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201500694
• Languages: English
• ISSNs: 0947-6539

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>Gold‐catalyzed cycloadditions of ynamides with azidoalkenes or 2<italic>H</italic>‐azirines give [3+2] or [4+3] formal cycloadducts of three classes. Cycloadditions of ynamides with 2<italic>H</italic>‐azirine species afford pyrrole products with two regioselectivities when the C_β‐substituted 2<italic>H</italic>‐azirine is replaced from an alkyl (or hydrogen) with an ester group. For ynamides substituted with an electron‐rich phenyl group, their reactions with azidoalkenes proceed through novel [4+3] cycloadditions to deliver 1<italic>H</italic>‐benzo[<italic>d</italic>]azepine products instead.</p> </abstract>