Axially chiral 3,3′-bi(1-benzothiophene)-2,2′-dicarboxylic acid and its derivatives was written by Mezlova, Marie;Petrickova, Hana;Malon, Petr;Kozmik, Vaclav;Svoboda, Jiri. And the article was included in Collection of Czechoslovak Chemical Communications in 2003.Reference of 19492-99-0 This article mentions the following:
Ullmann dimerization of substituted Me 3-X-1-benzothiophene-2-carboxylates (X = Cl, Br) gave rise to the corresponding dimeric 3,3′-bi(1-benzothiophene) esters. Resolution of the title acid by fractional crystallization of its mono- and bisquininium salt afforded pure (R)- and (S)-enantiomers, the optical purity and absolute configuration of which was confirmed by CD spectrometry and by X-ray crystallog. Ullmann dimerization of some of the chiral oxazolines proceeded without any diastereodifferentiation. Reduction of some of the (R)- and (S)-products afforded the corresponding (R)- and (S)-diols, which served as chiral ligands in a model enantioselective reduction of acetophenone. (R)- and (S)-1-phenylethan-1-ol were formed. In the experiment, the researchers used many compounds, for example, Methyl 5-methoxybenzo[b]thiophene-2-carboxylate (cas: 19492-99-0Reference of 19492-99-0).
Methyl 5-methoxybenzo[b]thiophene-2-carboxylate (cas: 19492-99-0) belongs to benzothiophene derivatives. Benzothiophene is relatively a stable molecule. The electrophilic substitution of benzothiophene systems is much less regioselective than that of indoles. It is found within the chemical structures of pharmaceutical drugs such as zileuton, raloxifene, and sertaconazole, and also BTCP.Reference of 19492-99-0
Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem