Iodine Catalyzed One‐pot Synthesis of 3,4‐Dihydroquinazolin‐4‐ones from Anthranilic Acids, Ortho Esters and Amines under Solvent‐free Conditions

Abstract

A simple and efficient procedure has been developed for the one-pot synthesis of 3,4-dihydroquinazolin-4-ones from anthranilic acids, ortho esters and amines using a catalytic amount of iodine under solvent-free conditions to afford the corresponding products in excellent yields. The direct use of commercially available catalyst, mild and solvent-free reaction conditions, short reaction time, easy workup and excellent yields are the advantages of the present protocol.

Efficient one-pot, three-component procedure to prepare new α-aminophosphonate and phosphonic acid acyclic nucleosides

“…Meanwhile, iodine has emerged as a very efficient Lewis acid catalyst for various organic transformations and is relatively inexpensive compared to other Lewis acids, including rare earth metal triflates, and is more tolerant in comparison to typical Lewis acids/bases [38][39][40]. Furthermore, Zahouily et al showed that iodine supported on natural phosphate could be effectively employed for the protection of carbonyl compounds as their thioacetals in good yield at ambient temperature and mild conditions [41].…”

An Efficient Synthesis of Symmetrical Bisamides Catalysed by Molecular iodine under Neutral Conditions

“…We have previously reported several molecular iodine-catalysed organic reactions. [19][20][21] In continuation of our investigations on iodine catalysed reactions, we now report an efficient procedure for the synthesis of symmetrical bisamides from aldehydes and amides in the presence of a catalytic amount of molecular iodine under neutral conditions (Scheme 1).…”

Ammonium Chloride–Catalyzed One-Pot Synthesis of 4(3H)-Quinazolinones Under Solvent-Free Conditions

“…(3,-4(3H)-quinazolinone (4j)[5] White solid.1 H NMR (CDCl 3 ) δ = 8.35 (d, J = 7.8 Hz, 1H), 8.07 (s, 1H), 7.84-7.81 (m, 1H), 7.77 (d, J = 7.9 Hz, 1H), 7.63 (d, J = 8.5 Hz, 1H), 7.59-7.56 (m, 2H), 7.31 (dd, J = 8.5, 2.2 Hz, 1H). 13 C MR (CDCl 3 ) δ = 160.5, 147.8, 145.1, 136.7, 135.0, 133.8, 131.4, 129.3, 128.1, 127.9, 127.3, 126.5, 122.2.…”