Access to Sulfides through Free Radical Reaction of Vinyl Halides with Thiols. Issue 1 (14th January 2019)

• Record Type: Journal Article
• Authors: Shi, Zi‐Fa; Xu, Li‐Ning; Chen, Jie; Luo, Hui‐Xing; Zhang, Juntao; Cao, Xiao‐Ping
• Is Part Of: Asian journal of organic chemistry. Volume 8:Issue 1(2019)
• Page Start: 161
• Page End: 170
• Publication Date: 2019-01-14
• Subjects: sulfides -- free radical reaction -- vinyl chloride; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; 547.005
• DOI: 10.1002/ajoc.201800575
• Languages: English
• ISSNs: 2193-5807

Abstract

Abstract: An efficient radical‐mediated carbon‐sulfur bond formation reaction of vinyl halides with thiols has been developed. This reaction tolerated vinyl chloride substrates, which are barely tolerated in metal‐catalyzed reactions, providing vinyl sulfide products. When vinyl iodides were used as substrates, the reactions were regulated by the solvents, yielding vinyl sulfide products in protic solvents (methanol) and alkyl sulfides in aprotic solvents (toluene). Abstract : An efficient radical‐mediated carbon‐sulfur bond formation reaction of vinyl halides with thiols was developed that tolerated vinyl chloride substrates giving vinyl sulfide products. When vinyl iodides were used as substrates, the reactions were regulated by the solvents, yielding vinyl sulfide products in protic solvents (methanol) and alkyl sulfides in aprotic solvents (toluene).