Issue 34, 2021

A sequential Ugi–Smiles/transition-metal-free endo-dig Conia–ene cyclization: the selective synthesis of saccharin substituted 2,5-dihydropyrroles

Abstract

A convenient, transition-metal-free access to a series of unprecedented saccharin substituted 2,5-dihydropyrroles is reported. This approach employs a post-Ugi–Smiles 5-endo-dig Conia–ene cyclization sequence under mild conditions while incorporating a series of readily available precursors and sodium azide substrate as a catalyst for the cyclization step. The method provides a broad scope of 2,5-dihydropyrrole derivatives in good yields.

Graphical abstract: A sequential Ugi–Smiles/transition-metal-free endo-dig Conia–ene cyclization: the selective synthesis of saccharin substituted 2,5-dihydropyrroles

Associated articles

Supplementary files

Article information

Article type
Paper
Submitted
10 Mar 2021
Accepted
08 Jul 2021
First published
17 Jul 2021

New J. Chem., 2021,45, 15647-15654

A sequential Ugi–Smiles/transition-metal-free endo-dig Conia–ene cyclization: the selective synthesis of saccharin substituted 2,5-dihydropyrroles

H. Seyrani, S. Ramezanpour, A. Vaezghaemi and F. Kobarfard, New J. Chem., 2021, 45, 15647 DOI: 10.1039/D1NJ01159F

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