"Ligand-free" CuI-catalyzed highly efficient intramolecular S-vinylation of thiols with vinyl chlorides and bromides.
With CuI as the catalyst and K(3)PO(4) x 3 H(2)O as the base, highly efficient intramolecular S-vinylation of thiols with vinyl chlorides or bromides was successfully implemented without the help of an additional ligand. Moreover, the competition experiments revealed that the 4-exo cyclization is fundamentally preferred over other modes (5-exo, 6-exo, and 6-endo) of cyclization.
Zhao
Qiwu
Q
Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, People's Republic of China.
Li
Ling
L
Fang
Yewen
Y
Sun
Deqian
D
Li
Chaozhong
C
D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D007454:Iodides / Q000737:chemistry*; D008024:Ligands; D015394:Molecular Structure; D013237:Stereoisomerism; D013438:Sulfhydryl Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D014752:Vinyl Chloride / Q000737:chemistry*; D014753:Vinyl Compounds / Q000737:chemistry*
D007454:Iodides; D008024:Ligands; D013438:Sulfhydryl Compounds; D014753:Vinyl Compounds; D003300:Copper; C073870:cuprous iodide; C003763:vinyl bromide; D014752:Vinyl Chloride