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Chemoselective synthesis of 5,4′-imidazolinyl spirobarbiturates <i>via</i> NBS-promoted cyclization of unsaturated barbiturates and amidines

Hui Xu, Ronglu Huang, Shu Zhu, Ran Hong, Ze Zhang

2021Organic & Biomolecular Chemistry20 citationsDOI

Abstract

A selective cyclization of unsaturated barbiturates and amidines promoted by N-bromosuccinimide has been successfully developed to afford a vast variety of 5,4'-imidazolinyl spirobarbiturates in moderate to good yields. The present protocol features broad substrate scope, facile work-up procedure and mild reaction conditions, providing a novel strategy for the highly selective and efficient construction of structurally diverse spiroimidazolines.

Topics & Concepts

ChemistryCombinatorial chemistrySubstrate (aquarium)Scope (computer science)Reaction conditionsOrganic chemistryCatalysisProgramming languageGeologyComputer scienceOceanographyCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsChemical Synthesis and Analysis