Copper(I)‐Catalyzed Alkyl‐ and Arylsulfenylation of 3, 4‐Dihalo‐2(5H)‐furanones (X=Br, Cl) with Sulfoxides under Mild Conditions. Issue 17 (16th August 2017)

• Record Type: Journal Article
• Authors: Cao, Liang; Luo, Shi‐He; Wu, Han‐Qing; Chen, Liu‐Qing; Jiang, Kai; Hao, Zhi‐Feng; Wang, Zhao‐Yang
• Is Part Of: Advanced synthesis & catalysis. Volume 359:Issue 17(2017)
• Page Start: 2961
• Page End: 2971
• Publication Date: 2017-08-16
• Subjects: copper(I) catalysis -- C−S bond formation -- C(sp2)–X (X=Br, Cl) compounds -- 2(5H)-furanones -- sulfoxides; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.201700600
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: 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. Abstract :