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A Synthetic Protocol for the Construction of Chroman‐Spiroquinazolin(thi)one Framework via a Metal‐Free, Three‐Component, Domino, Double Annulations

Lingfeng Wang, Li Song, Xu‐Qiong Xiao, Weiming Xu, Pengfei Zhang, Yongmin Ma

2021Advanced Synthesis & Catalysis26 citationsDOI

Abstract

Abstract A three‐component domino approach for the synthesis of chroman‐spiroquinazolin(thi)ones is described. It involves a condensation of 2‐aminoacetophenones and iso(thio)cyanates followed by a hetero‐Diels‐Alder annulation with 2‐hydroxybenzyl alcohol derivatives. The reaction exhibits a broad substrate scope under a metal‐free catalytic condition. magnified image

Topics & Concepts

ChemistryDominoAnnulationCatalysisComponent (thermodynamics)Combinatorial chemistryScope (computer science)CondensationThio-Substrate (aquarium)StereochemistryOrganic chemistryProgramming languageOceanographyThermodynamicsComputer sciencePhysicsGeologyMulticomponent Synthesis of HeterocyclesQuinazolinone synthesis and applicationsSynthesis of Indole Derivatives