Formal [2+2+2] Cycloaddition Reaction of 1,3,5‐Triazinanes with diethyl acetylene dicarboxylate: Approach to Tetrahydropyrimidines
Ruijie Shi, Limei Gao, Weiji Chen, Yangqing Shi, Zhixing Cao, Yongsheng Zheng, Ji‐Kai Liu
Abstract
Abstract An unprecedented [2+2+2] cycloaddition reaction of 1,3,5‐triazinanes with diethyl acetylene dicarboxylate is disclosed. This catalyst free reaction provided an efficient and mild approach to synthesize a variety of functionalized tetrahydropyrimidines in moderate to excellent yields (up to 99 % yield). Preliminary mechanistic investigation has been conducted to elucidate the reaction process.
Topics & Concepts
AcetyleneCycloadditionChemistryYield (engineering)CatalysisReaction conditionsOrganic chemistryCombinatorial chemistryMaterials scienceMetallurgySynthesis and Characterization of Heterocyclic CompoundsSynthesis and Biological EvaluationClick Chemistry and Applications