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Gold‐Catalyzed Synthesis of 3‐Pyrrolidinones and Nitrones from N‐ Sulfonyl Hydroxylamines via Oxygen‐Transfer Redox and 1,3‐Sulfonyl Migration
Author(s) -
Yeom HyunSuk,
So Eunsu,
Shin Seunghoon
Publication year - 2011
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.201002863
Subject(s) - sulfonyl , alkyne , chemistry , redox , catalysis , combinatorial chemistry , organic chemistry , alkyl
Golden touch : Gold‐catalyzed reaction of N‐ sulfonyl hydroxylamines with terminal alkyne led to 3‐pyrrolidinones by means of an oygen ‐ transfer redox reaction. This protocol constitutes a direct method for forming α‐amino carbonyl compounds. In sharp contrast, those with internal alkynes underwent 1,3‐sulfonyl migration leading to 3‐sulfonyl cyclic nitrones.