Transition metal-free synthesis of 2-aryl quinazolines via alcohol dehydrogenation

KOtBu Mediated Alcohol Dehydrogenation Strategy: Synthesis of 2‐Aryl Quinazolinones

“…Overall, the rate-determining state (rds) corresponds to TS 1!2, i. e. to the hydrogen release. To see if there could be an additional predictive effort, [38,39] and above all, also to validate the nature of the rds, the alcohol was taken from Entry 10 of Table 2, which shows the worst yield, with a value of 65 %. The kinetic cost reaches a value of 35.4 kcal/mol, there-fore, significantly higher, specifically by 1.9 kcal/mol, than for benzyl alcohol, which reached an 80 % yield.…”

“…We previously reported a transition metal-free synthesis of quinazoline using 2-aminobenzyl alcohol and benzamide. [38] In continuation of our research on transition metal-free acceptorless dehydrogenative synthesis of heterocycles, we report the synthesis of 2-aryl quinazolinone using 2-amino benzamide and benzyl alcohol as coupling partners mediated by KO t Bu. Density Functional Theory (DFT) calculations have been performed to gain better insights regarding the reaction mechanism and the particular role of the potassium ion.…”

Multicomponent synthesis via acceptorless alcohol dehydrogenation: an easy access to tri-substituted pyridines

“…Recently, our group reported on a hydroxyapatite-supported copper nano-catalyst for direct C(sp 3 )-S coupling between alcohols and dithiocarbamate anions via the borrowing hydrogen strategy. 27 a With our continued interest in exploring the novel applications of acceptorless dehydrogenation reactions, 27 we report here palladium supported on a hydroxyapatite catalyst for the synthesis of tri-substituted pyridines using ammonium acetate as the nitrogen source via an acceptorless alcohol dehydrogenation strategy.…”