2-Aryl-4-quinazolinones undergo smooth acetoxylation in the presence of 5 mol% Pd(OAc) 2 and a stoichiometric amount of PhI(OAc) 2 via C-H activation to produce the corresponding acetoxy-substituted 4(3H)-quinazolinone derivatives in good yields with high regioselectivity.
Abstract::
This review summarizes the transition metal-catalyzed direct C–H functionalization of quinazolinones and quinazolines through C-C, C-N and C-O bond formations. It focuses mainly on the C-H (sp2 or sp3) bond arylation, amination, sulfamidation, acetoxylation, halogenation, annulation of quinazolinones and quinazolines. This review illustrates the scope of C-H activation and functionalization of various quinazolinone and quinazoline derivatives.
Three-component coupling (3CC) of aldehyde, 1,3-dione, and 4-phenylurazole has been achieved in the presence of 10 mol % anhydrous FeCl3 in acetonitrile under reflux conditions to afford the corresponding triazolo[1,2-a]indazoletriones in excellent yields while the coupling of isatins with 4-phenylurazole and 1,3-diones gave the spirotriazolo[1,2-a]indazoletetraones under similar conditions.
Oxidative C-H Functionalization: A Novel Strategy for the Acetoxylation/Alkoxylation of Arenes Tethered to 3,4-Dihydroisoquinolines. -The regioselective procedure allows the preparation of various medicinally interesting derivatives. -(REDDY*, B. V. S.; UMADEVI, N.; NARASIMHULU, G.; YADAV, J. S.; Tetrahedron Lett. 53 (2012) 45, 6091-6094, http://dx.
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