Carboxamide-Directed Stereospecific Couplings of Chiral Tertiary Alkyl Halides with Terminal Alkynes was written by Akagawa, Hiroki;Tsuchiya, Naoki;Morinaga, Asuka;Katayama, Yu;Sumimoto, Michinori;Nishikata, Takashi. And the article was included in ACS Catalysis in 2022.HPLC of Formula: 4298-52-6 This article mentions the following:
Herein, the stereospecific Sonogashira coupling of chiral α-halocarboxamides possessing a tert-alkyl moiety R1R2C(X)(C(O)NHR3) (R1 = Me, Et; R2 = Bu, iso-Bu, Ph, 4-methylphenyl; R3 = Ph, 2,6-diisopropylphenyl, 4-chlorophenyl, etc.; X = Br, Cl) and alkynes R4CCH (R4 = trimethylsilyl, cyclohexylmethyl, thiophen-3-yl, etc.) was reported. This reaction produces a series of chiral tert-alkylated alkynes R1R2C(CCR4)(C(O)NHR3) in a stereoretentive manner. In this reaction, both the CuBr/bathophen catalyst system and carboxamide directing group are essential for achieving the high enantiospecificities of the couplings. Mechanistic studies of this reaction revealed that the alkynyl copper species is the key intermediate that coordinates to the carboxamide group of chiral α-bromocarboxamide. In the experiment, the researchers used many compounds, for example, 2-Ethynylthiophene (cas: 4298-52-6HPLC of Formula: 4298-52-6).
2-Ethynylthiophene (cas: 4298-52-6) 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 raloxifene, zileuton, sertaconazole, and also BTCP.HPLC of Formula: 4298-52-6
Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem