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Copper(I)‐Catalyzed Alkyl‐ and Arylsulfenylation of 3,4‐Dihalo‐2(5 H )‐furanones (X=Br, Cl) with Sulfoxides under Mild Conditions
Author(s) -
Cao Liang,
Luo ShiHe,
Wu HanQing,
Chen LiuQing,
Jiang Kai,
Hao ZhiFeng,
Wang ZhaoYang
Publication year - 2017
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201700600
Subject(s) - chemistry , alkyl , sulfoxide , catalysis , sulfur , salt (chemistry) , copper , sodium salt , sodium , proline , medicinal chemistry , reactivity (psychology) , organic chemistry , inorganic chemistry , amino acid , medicine , biochemistry , alternative medicine , pathology
An efficient copper(I)/proline sodium salt‐catalyzed alkyl‐ and arylsulfenylation of C( sp 2 )–X 3,4‐dihalo‐2(5 H )‐furanone compounds with sulfoxides is described. For inexpensive C( sp 2 )–Cl compounds, there is also a satisfactory reactivity with the moderate yields. This transformation provides a novel approach for the utilization of sulfoxides (not only DMSO) as sulfur source at mild temperatures without the need for an anaerobic atmosphere. More importantly, both sulfoxide and proline sodium salt can play a dual role in this reaction.