27183-55-7Relevant articles and documents
Nickel-Catalyzed Asymmetric Hydrogenation of Cyclic Alkenyl Sulfones, Benzo[ b]thiophene 1,1-Dioxides, with Mechanistic Studies
Liu, Gongyi,Tian, Kui,Li, Chenzong,You, Cai,Tan, Xuefeng,Zhang, Heng,Zhang, Xumu,Dong, Xiu-Qin
, p. 668 - 675 (2021/02/06)
A highly efficient catalytic system based on the cheap transition metal nickel for the asymmetric hydrogenation of challenging cyclic alkenyl sulfones, 3-substituted benzo[b]thiophene 1,1-dioxides, was first successfully developed. A series of hydrogenation products, chiral 2,3-dihydrobenzo[b]thiophene 1,1-dioxides, were obtained in high yields (95-99%) with excellent enantioselectivities (90-99% ee). According to the results of nonlinear effect studies, deuterium-labeling experiments, and DFT calculation investigations, a reasonable catalytic mechanism for this nickel-catalyzed asymmetric hydrogenation was provided, which displayed that the two added hydrogen atoms of the hydrogenation products could be from H2 through the insertion of Ni-H and subsequent hydrogenolysis.
A convenient synthesis of benzothiophene derivatives
Cabiddu, M.Grazia,Cabiddu, Salvatore,Cadoni, Enzo,Demontis, Stefania,Fattuoni, Claudia,Melis, Stefana
, p. 4529 - 4533 (2007/10/03)
(Methylthio)- and 2-bromo-1-(methylthio)benzene are useful synthons to prepare monometallated and bimetallated intermediates which lead to 1-benzothiophenes functionalized in the three and/or two positions.
Benzothiophene S-Oxides and Related Compounds from the Reactions of Arylalkynes and Antimony Pentafluoride in Sulfur Dioxide
Fan, Ru-Lin,Dickstein, Jerome I.,Miller, Sidney I.
, p. 2466 - 2469 (2007/10/02)
When treated with antimony pentafluoride and benzene in liquid sulfur dioxide, certain alkynes yield 2-X-3-phenylbenzothiophene S-oxides (X = Ph, Cl, Br) or 1,1-diphenyl-2-X-vinylsulfinic acids (X = H, Br).Though limited, this is a facile route to both types of compounds.
