Hydroarylation of enamides enabled by HFIP via a hexafluoroisopropyl ether as iminium reservoir was written by Zeidan, Nicolas;Bicic, Sergiu;Mayer, Robert J.;Leboeuf, David;Moran, Joseph. And the article was included in Chemical Science in 2022.Electric Literature of C6H8S The following contents are mentioned in the article:
HFIP greatly expands the scope with respect to both reaction partners of the Bronsted acid-catalyzed hydroarylation of enamides was described. The reaction was fast and practical and performed on the gram scale. A hexafluoroisopropyl ether intermediate was isolated from the reaction mixture and was shown to convert to the product when resubmitted to the reaction conditions. Extensive kinetic studies and computations reveal that the hexafluoroisopropyl ether was formed rapidly and serves as a slow-release reservoir for the key cationic intermediate, preventing the oligomerization of the substrate under the reaction conditions. Given the relatively low electrophilicity of the cationic intermediates in the present study, it seems likely that HFIP also actively participates in other reactions involving more electrophilic carbocations. This study involved multiple reactions and reactants, such as 2,5-Dimethylthiophene (cas: 638-02-8Electric Literature of C6H8S).
2,5-Dimethylthiophene (cas: 638-02-8) belongs to benzothiophene derivatives. Benzothiophene finds use in research as a starting material for the synthesis of larger, usually bioactive structures. Its aromaticity makes it relatively stable, although as a heterocycle, it has reactive sites which allow for functionalization.Electric Literature of C6H8S
Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem