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Organocatalyzed α‐Sulfenylation of Carbonyl Compounds Using N ‐Formyl/Acyl Sulfenamides
Author(s) -
Noh HyeongWan,
Lee Chan,
Jang HyeYoung
Publication year - 2017
Publication title -
bulletin of the korean chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.237
H-Index - 59
ISSN - 1229-5949
DOI - 10.1002/bkcs.11098
Subject(s) - organosulfur compounds , chemistry , sulfur , organic chemistry , catalysis , amine gas treating , cyclic amines , aldehyde
α‐Sulfenylation of aldehydes and ketones using N ‐formyl and N ‐acyl sulfenamides, prepared by Cu‐catalyzed aerobic coupling of amides and thiols, was achieved in the presence of cyclic secondary amine⋅HCl catalysts. To obtain various sulfur‐functionalized carbonyl compounds, sulfenamides containing aromatic and aliphatic organosulfur were investigated. As carbonyl compounds, cyclic and acyclic ketones, 1,3‐dicarbonyl compounds, and aldehydes were investigated, affording the desired α‐sulfenylation products in good yields.