Reactions of Quinolinecarbaldehydes with Arenes under Superelectrophilic Activation. NMR and DFT Studies of Dicationic Electrophilic Species

TfOH-promoted multichannel transformations of trifluoromethyl side chain substituted thiophene and furan families to access antimicrobial agents

“…After generating the corresponding cation B from starting compound 1i (see in Scheme 7), the former abstracts the hydride ion to form compound 10i . A source of hydride ion may be para -xylene, similar to the analogous hydrogenation of aryl(quinolinyl)methyl cations that we described recently (see discussion on this issue in our previous work 39 ).…”

Transformations of 5‐Hydroxy‐1‐pyrrolines in Strong Brønsted Acids: Experimental and Theoretical Study of Intermediate Cationic Species

“…Based on our works on the synthesis of 5‐hydroxy‐1‐pyrrolines [16,17] and study of the features of their chemistry, [18–21] we undertook a special investigation into the transformations of 5‐hydroxy‐1‐pyrrolines under the conditions of superelectrophilic activation by Brønsted and Lewis acids. Recently, we have also shown an efficiency of structural modification of various heterocycles in superacids [22–25] …”

“…Recently, we have also shown an efficiency of structural modification of various heterocycles in superacids. [22][23][24][25] The main goal of this work was to investigate the transformations of 5-hydroxy-1-pyrrolines under the action of Brønsted superacid CF 3 SO 3 H (triflic acid, TfOH) and strong acid H 2 SO 4 or Lewis acids AlX 3 (X = Cl, Br) including reactions with aromatic nucleophiles. Apart from that, experimental (by NMR) and theoretical (by DFT calculations) study of the intermediate cations generated from 5-hydroxy-1-pyrrolines was performed.…”