3-Phenylaminoisoxazol-5(2H)-ones,s ubstituted on nitrogen with an isoquinoline or quinazoline group, react with tertiary amine bases to give imidazo annelated compounds. When the N-substituent is a nitropyridine, 2-aminoindole derivatives are formed instead. Evidence is presented that the reactions proceed by initial addition of the tertiary arnine to C-4

An efficient chiral squaramide-catalysed enantioselective Michael addition of pyrazolin-5-ones to nitroalkenes has been developed. This reaction afforded the chiral pyrazol-3-ol derivatives in high to excellent yields (up to >99%) with high enantioselectivities (up to 94% ee) for most substrates under very low catalyst loading (0.25 mol%). This catalytic asymmetric reaction provides valuable an...

We reported previously (±)-2-(5-methylthiophen-2-yl)-3-phenyl-2,3-dihydroquinazolin-4(1H)-one [(±)-Retro-2(cycl)] as the chemical structure of Retro-2 that showed mouse protection against ricin, a notorious ribosome inactivating protein (RIP). Herein we report our chemical resolution of (±)-Retro-2(cycl), analog synthesis, and cell-based evaluation showing that the two optically pure enantiomer...

A new, facile, cost effective, and eco-friendly protocol is reported for the synthesis of 2,3-dihydroquinazoline-4-(1H)-ones exploring tannic acid as a novel, inexpensive, andbiodegradable catalyst. A variety of dihydroquinazolins were prepared from aromatic aldehydesand anthranilamide using catalytic amount of tannic acid under solvent free conditions.Operational simplicity, high yield, and hi...