A Ni–Ir Dual Photocatalytic Liebeskind Coupling of Sulfonium Salts for the Synthesis of 2-Benzylpyrrolidines

Bálint Varga, Zsombor Gonda, Balázs L. Tóth, András Kotschy, Zoltán Novák

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Abstract

A new method has been developed for the synthesis of 2-benzylpyrrolidines utilizing cross-coupling and photoredox catalysis. Using a well-established dual Ni–Ir system, we were able to successfully couple benzylsulfonium salts with proline utilizing radical forming through CO2 extrusion. This enabled the simple one-step synthesis of 2-benzylpyrrolidines from stable, inexpensive starting materials.

Original languageEnglish
Pages (from-to)1466-1471
Number of pages6
JournalEuropean Journal of Organic Chemistry
Volume2020
Issue number10
DOIs
Publication statusPublished - Mar 15 2020

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Keywords

  • Cross-coupling
  • Iridium
  • Nickel
  • Photoredox catalysis
  • Sulfonium salts

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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