1253376-80-5Relevant academic research and scientific papers
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
supporting information, 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 mild Ni/Cu-catalyzed silylation via C -O cleavage
Zarate, Cayetana,Martin, Ruben
, p. 2236 - 2239 (2014/03/21)
A Ni/Cu-catalyzed silylation of unactivated C-O electrophiles derived from phenols or benzyl alcohols is described. This transformation is characterized by its wide scope and mild conditions, providing a direct access to synthetically versatile silylated compounds. The protocol allows for the coupling of C(sp 2)-O and even C(sp3)-O bonds with similar efficiency.
Synthesis of 3-substituted benzo[b]thiophenes via the reaction of α-substituted 2-lithio-β-methoxystyrenes with sulfur
Kobayashi, Kazuhiro,Nakai, Daisuke,Fukamachi, Shuhei,Konishi, Hisatoshi
experimental part, p. 1703 - 1709 (2011/04/15)
3-Substitued benzo[b]thiophenes were synthesized in reasonable overall yields from α-substituted 2-bromo-β-methoxystyrenes. Thus, the bromine-lithium exchange between these bromostyrenes with butyllithium in diethyl ether at 0 °C followed by reaction with sulfur afforded the corresponding a-substituted β-methoxy-2-sulfanylstyrenes. These were then treated with an equimolar amount of concentrated hydriodic acid in acetonitrile at room temperature to give the desired products. The Japan Institute of Heterocyclic Chemistry.
