Synthesis and SNV reactions of 2-(haloethenyl)benzo[b]thiophene 1,1-dioxides was written by Gajewski, Robert P.;Jackson, Johnny L.;Jones, Noel D.;Swartzendruber, John K.;Deeter, Jack B.. And the article was included in Journal of Organic Chemistry in 1989.Application In Synthesis of 6-Chlorobenzothiophene This article mentions the following:
The synthesis of a variety of 2-(haloethenyl)benzo[b]thiophenes from both substituted and unsubstituted benzo[b]thiophenes is described. Their corresponding 1,1-dioxides exhibited versatile reactivity via SNV (addition/conjugated elimination) and direct substitution mechanisms with amine, thio, and alkoxy nucleophiles in good yield. E.g., thianaphthene was lithiated and treated with F2C:CCl2 to give I (R = H, R1 = R2 = Cl, n = 0), which was oxidized with H2O2 to give I (R’s = same as above, n = 2) (II). Treatment of II with Me2NH, EtOH, EtSH, and PhSH gave I (R = NEt2, OEt, SEt, R1 = H, R2 = Cl, n = 2; R = R2 = PhS, R1 = H, n = 2), resp. Among the ∼70 other compounds prepared were I (R = SPr, R1 = H, R2 = NEt2, n = 0; R = H, R1 = R2 = Br, n = 0, 2; R = NMe2, R1 = H, R2 = F, n = 2). In the experiment, the researchers used many compounds, for example, 6-Chlorobenzothiophene (cas: 66490-20-8Application In Synthesis of 6-Chlorobenzothiophene).
6-Chlorobenzothiophene (cas: 66490-20-8) belongs to benzothiophene derivatives. Benzothiophene is relatively a stable molecule. The core structure is a part of various pharmaceutical substances and natural products. It is found within the chemical structures of pharmaceutical drugs such as zileuton, raloxifene, and sertaconazole, and also BTCP.Application In Synthesis of 6-Chlorobenzothiophene
Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem