A Ni–Ir Dual Photocatalytic Liebeskind Coupling of Sulfonium Salts for the Synthesis of 2‐Benzylpyrrolidines. Issue 10 (9th September 2019)

• Record Type: Journal Article
• Authors: Varga, Bálint; Gonda, Zsombor; Tóth, Balázs L.; Kotschy, András; Novák, Zoltán
• Other Names: Masson Géraldine guestEditor.; König Burkhard guestEditor.; Yoon Tehshik guestEditor.
• Is Part Of: European journal of organic chemistry. Issue 10(2020)
• Page Start: 1466
• Page End: 1471
• Publication Date: 2019-09-09
• Subjects: Sulfonium salts -- Cross‐coupling -- Iridium -- Nickel -- Photoredox catalysis; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201900957
• Languages: English
• ISSNs: 1434-193X

Abstract

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. Abstract : A new Ni–Ir dual photochemical catalyst system was developed for the synthesis of benzylpyrrolidines from benzylsulfonium salts. We demonstrated that the sulfonium salts are applicable reaction partners in the visible light driven radical coupling reaction for the construction of new C(sp 3 )–C(sp 3 ) bonds.