Nickel-Catalyzed Asymmetric Hydrogenation of Cyclic Alkenyl Sulfones, Benzo[b]thiophene 1,1-Dioxides, with Mechanistic Studies was written by Liu, Gongyi;Tian, Kui;Li, Chenzong;You, Cai;Tan, Xuefeng;Zhang, Heng;Zhang, Xumu;Dong, Xiu-Qin. And the article was included in Organic Letters in 2021.Electric Literature of C8H7BO2S This article mentions the following:
A highly efficient catalytic system based on the cheap transition metal nickel for the asym. 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 I [R = H, OMe; R1 = Et, Ph, 2-MeC6H4, etc.] was 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 asym. 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. In the experiment, the researchers used many compounds, for example, Benzo[b]thiophen-3-ylboronic acid (cas: 113893-08-6Electric Literature of C8H7BO2S).
Benzo[b]thiophen-3-ylboronic acid (cas: 113893-08-6) belongs to benzothiophene derivatives. Benzothiophenes are valuable heterocycles that are widely used in medicines, agrochemicals, and materials science. Due to its aromaticity, thiophenes do not exhibit the same properties as conventional thioethers.Electric Literature of C8H7BO2S
Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem