Cobalt‐Catalyzed 1,4‐Aryl Migration/Desulfonylation Cascade: Synthesis of α‐Aryl Amides | Zendy

GillaizeauSimonian Nicolas | Zendy; Barde Etienne | Zendy; Guérinot Amandine | Zendy; Cossy Janine | Zendy

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Cobalt‐Catalyzed 1,4‐Aryl Migration/Desulfonylation Cascade: Synthesis of α‐Aryl Amides

Author(s) -

GillaizeauSimonian Nicolas,

Barde Etienne,

Guérinot Amandine,

Cossy Janine

Publication year - 2021

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.202005129

Subject(s) - aryl , cobalt , catalysis , chemistry , sulfonyl , combinatorial chemistry , cascade , cascade reaction , organic chemistry , alkyl , chromatography

A cobalt‐catalyzed 1,4‐aryl migration/disulfonylation cascade applied to α‐bromo N ‐sulfonyl amides was developed. The reaction was highly chemoselective, allowing the preparation of α‐aryl amides possessing a variety of functional groups. The method was used as the key step to synthesize an alkaloid, (±)‐deoxyeseroline. Mechanistic investigations suggest a radical process.

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