Zhong, Feng; Pan, Zhi-Zhou; Zhou, Si-Wei; Zhang, Hai-Jun; Yin, Liang published their research in Journal of the American Chemical Society in 2021. The article was titled 《Copper(I)-Catalyzed Regioselective Asymmetric Addition of 1,4-Pentadiene to Ketones》.Reference of 1-Thiophen-2-yl-ethanone The article contains the following contents:
By using com. available 1,4-pentadiene as a pronucleophile, a copper(I)-catalyzed regioselective asym. allylation of ketones is achieved. A variety of chiral tertiary alcs. bearing a terminal (Z)-1,3-diene unit are generated in high (Z)/(E) ratio and high enantioselectivity. Both aromatic ketones and aliphatic ketones serve as suitable substrates. Furthermore, the reactions with (E)-C1(alkyl)-1,4-dienes proceed in moderate yields with acceptable enantioselectivity but with low (Z,E)/others ratio, which demonstrates the partial isomerization of (E)-allylcopper(I) species to (Z)-allylcopper(I) species through 1,3-migration. Subsequent Heck reaction and olefin metathesis compensate for the low efficiency with C1-1,4-dienes. The synthetic utility of the product is further demonstrated by a copper(I)-catalyzed regioselective borylation of the 1,3-diene group. In the experiment, the researchers used many compounds, for example, 1-Thiophen-2-yl-ethanone(cas: 88-15-3Reference of 1-Thiophen-2-yl-ethanone)
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. Reference of 1-Thiophen-2-yl-ethanone
Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem