Eosin Y photocatalyzed access to Biginelli reaction using primary alcohols via domino multicomponent cascade: an approach towards sustainable synthesis of 3,4-dihydropyrimidin-2(1H)-ones

Visible light mediated organocatalytic dehydrogenative aza-coupling of 1,3-diones using aryldiazonium salts

“…Taking into account the solubility of aryldiazonium tetrafluoroborate salts, we chose acetonitrile (ACN) as the preferred solvent. 23 We then irradiated the reaction mixture with a 40 W Kessil Blue LED bulb in the presence of 5 mol% Eosin Y 24 as a photocatalyst and 2 equivalent of diisopropyl ethyl amine (DIPEA). The reaction was carried out at room temperature in acetonitrile (0.1 M, 2 mL).…”

Advances in Biginelli reaction: A comprehensive review

“…Kumar and co-workers discovered the Eosin Y-catalyzed Biginelli reaction, a new approach for the synthesis of 3,4-dihydropyrimidine-2(1H)-ones. 58 Using benzyl alcohol, ethyl acetate, and urea as model substrates, they carried out the reaction under optimized conditions using a CH 3 CN/H 2 O mixture as solvent, Eosin Y as photocatalyst, K 2 S 2 O 8 as an oxidizing agent that generates the sulfate radical anion (SO 4 À ), which is a strong oxidizing agent, and AgNO 3 as a reagent to increase the rate of oxidation for 48 h and obtained an excellent yield of 88% (Scheme 40). While it was discovered that electron-releasing substituents at the para position on the phenyl group were effective at expediting the reaction, electron-withdrawing groups at the meta and para position on the phenyl group required longer reaction times for their optimal conversions.…”

“…Kumar and co‐workers discovered the Eosin Y‐catalyzed Biginelli reaction, a new approach for the synthesis of 3,4‐dihydropyrimidine‐2(1H)‐ones 58 . Using benzyl alcohol, ethyl acetate, and urea as model substrates, they carried out the reaction under optimized conditions using a CH 3 CN/H 2 O mixture as solvent, Eosin Y as photocatalyst, K 2 S 2 O 8 as an oxidizing agent that generates the sulfate radical anion (SO 4 − ), which is a strong oxidizing agent, and AgNO 3 as a reagent to increase the rate of oxidation for 48 h and obtained an excellent yield of 88% (Scheme 40).…”

An eco‐friendly, sustainable, and greener approach to the synthesis of Dihydroquinazolin‐4(1H)‐ones using a deep eutectic solvent

“…Due to their tremendous properties, DESs have been used in many organic reactions [2][3][4][5][6][7][8][9][10][11][12][13][14][15][16][17] such as cross-coupling reaction, Diels-Alder reaction, Perkin reaction, Paal-Knorr reaction, Henry reaction, Knoevenagel reaction, Biginelli reaction, Friedal-craft alkylation, etc. Heterocyclic compounds are the basic building blocks of many pharmaceutical, veterinary, and agrochemical products [18,19].Especially 2,3-Dihydroquinazolin-4 (1H)-ones (DHQ) have demonstrated a wide range of biological activities such as anti-inflammatory, antiviral, anticonvulsant, antituberculosis, antimicrobial, anticancer, antifungal, antibacterial, etc. [20][21][22][23][24][25] A few structural analogous of DHQ depicting their biological activity are shown in Figure 1 [21,26,27].…”

“…Heterocyclic compounds are the basic building blocks of many pharmaceutical, veterinary, and agrochemical products [18, 19]. Especially 2,3‐Dihydroquinazolin‐4(1H)‐ones (DHQ) have demonstrated a wide range of biological activities such as anti‐inflammatory, antiviral, anticonvulsant, antituberculosis, antimicrobial, anticancer, antifungal, antibacterial, etc.…”