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Updated: May 28, 2025

Preparation of N-2-alkoxyvinylsulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
Published on: January 3, 2018
Rhodium/selenium dual catalysis for accessing 2-aminopyrroles from N-sulfonyl-1,2,3-triazoles
Kuntal Pal1, Om Prakash Dash1, Chandra M R Volla1
1Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai-400076, India. chandra.volla@chem.iitb.ac.in.
Abstract:
Herein, we report a novel rhodium/selenium dual catalytic process for the synthesis of 2-aminopyrroles from N-sulfonyl-1,2,3-triazoles. The proposed cooperative catalytic mechanism involves Rh(II)-catalyzed formation of Rh-azavinyl carbene from triazole, followed by selenium-catalyzed generation of ylide, which subsequently undergoes annulation with another Rh-azavinyl carbene. The simple and mild dual catalytic strategy accommodates a variety of electron-withdrawing and electron-donating functional groups, affording various 2-aminopyrrole derivatives in moderate to good yields.
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