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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.