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<b>A Bifurcated Multicomponent Synthesis Approach to Polycyclic Quinazolinones</b>

Rui–Xue Xu, Zefeng Wang, Qiang Zheng, Pravin Patil, Alexander Dömlingꝉ

2022The Journal of Organic Chemistry12 citationsDOIOpen Access PDF

Abstract

The rapid synthesis of diverse substituted polycyclic quinazolinones was achieved by two orthogonal Ugi four-component reaction (Ugi-4CR)-based protocols: the first two-step approach via an ammonia-Ugi-4CR followed by palladium-catalyzed annulation; in the second approach, cyanamide was used unprecedently as an amine component in Ugi-4CR followed by an AIBN/tributyltin hydride-induced radical reaction. Like no other method, MCR and cyclization could efficiently construct many biologically interesting compounds with tailored properties in very few steps.

Topics & Concepts

ChemistryUgi reactionAnnulationCombinatorial chemistryIsocyanideAmine gas treatingHydrideCyanamideComponent (thermodynamics)Tributyltin hydrideAmmoniaOrganic chemistryCatalysisThermodynamicsHydrogenPhysicsQuinazolinone synthesis and applicationsMulticomponent Synthesis of HeterocyclesSynthesis and biological activity
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