Li, Hui; Su, Miaodong; Nie, Zhiwen; Yang, Tonglin; Luo, Weiping; Liu, Qiang; Guo, Cancheng published their research in Advanced Synthesis & Catalysis in 2021. The article was titled 《Effective [3+1+1+1] Cycloaddition to Six-Membered Carbocycle Based on DMSO as Dual Carbon Synthon》.Category: benzothiophene The article contains the following contents:
A [3+1+1+1] cycloaddition was developed among 2-arylpropenes RC(=CH2)CH3 (R = ethyloxidanyl, Ph, 4-nitrophenyl, etc.), ketones such as 3-oxo-3-phenylpropanenitrile, cyclohexanone, 1-phenylethan-1-one, etc. and DMSO in the presence of K2S2O8, wherein the 2-arylpropene provides three carbons, ketone offers one carbon, and DMSO as dual carbon donor contributes two carbons to the six-membered carbocycle. It gave the cyclohexene motif I (R1 = Ph, 2-nitrophenyl, thiophen-2-yl, etc.; R2 = H, CN, C(O)Ph) and spirocyclohexene skeleton e.g., II. Four C-C bonds formed in this process. Both propylene and ketone could be well tolerated and give the corresponding cyclohexene I or spirocyclohexene motif e.g., II in useful yields. Based on the controlled experiments, a possible mechanism was proposed. In the experiment, the researchers used 1-Thiophen-2-yl-ethanone(cas: 88-15-3Category: benzothiophene)
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. Category: benzothiophene
Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem