Efficient synthesis of chiral 2,3-dihydro-benzo[b]thiophene 1,1-dioxides via Rh-catalyzed hydrogenation was written by Liu, Gongyi;Zhang, Heng;Huang, Yi;Han, Zhengyu;Liu, Gang;Liu, Yuanhua;Dong, Xiu-Qin;Zhang, Xumu. And the article was included in Chemical Science in 2019.Application of 10243-15-9 This article mentions the following:
Rh-catalyzed asym. hydrogenation of prochiral substituted benzo[b]thiophene 1,1-dioxides was successfully developed, affording various chiral 2,3-dihydrobenzo[b]thiophene 1,1-dioxides I (R = H, 6-MeO; R1 = C6H5, 4-MeOC6H4, 4-FC6H4, etc.; R2 = C6H5, 4-MeOC6H4, 3-H3CC6H4, etc.) with high yields and excellent enantioselectivities (up to 99% yield and >99% ee). In particular, for challenging substrates, such as aryl substituted substrates with sterically hindered groups and alkyl substituted substrates, the reaction proceeded smoothly in catalytic system with excellent results. The gram-scale asym. hydrogenation proceeded well with 99% yield and 99% ee in the presence of 0.02 mol% (S/C = 5000) catalyst loading. The possible hydrogen-bonding interaction between the substrate and the ligand may play an important role in achieving high reactivity and excellent enantioselectivity. In the experiment, the researchers used many compounds, for example, 3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9Application of 10243-15-9).
3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9) belongs to benzothiophene derivatives. Functionalized benzothiophenes are important constructs found in molecules with wide ranging biological activity and in organic materials. Due to its aromaticity, thiophenes do not exhibit the same properties as conventional thioethers.Application of 10243-15-9
Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem