In 2019,Angewandte Chemie, International Edition included an article by Zhang, Linli; Tang, Yitian; Han, Zhaobin; Ding, Kuiling. Synthetic Route of C6H6OS. The article was titled 《Lutidine-Based Chiral Pincer Manganese Catalysts for Enantioselective Hydrogenation of Ketones》. The information in the text is summarized as follows:
A series of MnI complexes containing lutidine-based chiral pincer ligands (S,S) or (R,R) I (R = H, Me, t-Bu, Cl, OMe; R1 = i-Pr, Bn) with modular and tunable structures has been developed. The complex shows unprecedentedly high activities (up to 9800 TON; TON = turnover number), broad substrate scope (81 examples), good functional-group tolerance, and excellent enantioselectivities (85-98% ee) in the hydrogenation of various ketones, e.g., acetophenone. These aspects are rare in earth-abundant metal catalyzed hydrogenations. The utility of the protocol have been demonstrated in the asym. synthesis of a variety of key intermediates for chiral drugs. Preliminary mechanistic investigations indicate that an outer-sphere mode of substrate-catalyst interactions probably dominates the catalysis.1-Thiophen-2-yl-ethanone(cas: 88-15-3Synthetic Route of C6H6OS) was used in this study.
1-Thiophen-2-yl-ethanone(cas: 88-15-3) belongs to thiophenes. Specialized thiophenes can be synthesized similarly using Lawesson’s reagent as the sulfidizing agent, or via the Gewald reaction, which involves the condensation of two esters in the presence of elemental sulfur. Another method is the Volhard–Erdmann cyclization. Synthetic Route of C6H6OS
Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem