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Synthesis of Substituted Pyrimido[1,2‐<i>b</i>]indazoles through (3+2+1) Cyclization of 3‐Aminoindazoles, Ketones, and <i>N</i>,<i>N</i>‐Dimethylaminoethanol as One‐Carbon Synthon

Zemin Qin, Renchao Ma, Shenpeng Ying, Fanzhu Li, Yongmin Ma

2022Advanced Synthesis & Catalysis16 citationsDOI

Abstract

Abstract 2‐Mono‐ or 2,3‐disubstituted pyrimido[1,2‐ b ]indazoles are synthesized by a (3+2+1) three‐component cyclization of 3‐aminoindazoles, ketones, and N,N ‐dimethylaminoethanol as a methine source. The reaction demonstrates good tolerance of both aromatic and aliphatic ketones, as well as various substitution patterns in air. A plausible mechanism is discussed. magnified image

Topics & Concepts

SynthonChemistryMedicinal chemistryCarbon fibersComponent (thermodynamics)Combinatorial chemistryStereochemistryThermodynamicsPhysicsMaterials scienceComposite materialComposite numberCatalytic C–H Functionalization MethodsSynthesis and Biological EvaluationSynthesis and Reactivity of Heterocycles
Synthesis of Substituted Pyrimido[1,2‐<i>b</i>]indazoles through (3+2+1) Cyclization of 3‐Aminoindazoles, Ketones, and <i>N</i>,<i>N</i>‐Dimethylaminoethanol as One‐Carbon Synthon | Litcius