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Facile Synthesis of γ-Butenolides and Maleic Anhydrides via Annulation of α-Keto Acids and Triazenyl Alkynes

Xiaodong Bao, Linwei Zeng, Jian Jin, Sunliang Cui

2022The Journal of Organic Chemistry10 citationsDOI

Abstract

A facile synthesis of γ-butenolides and maleic anhydrides via annulation of α-keto acids and triazenyl alkynes is described. In this process, α-keto acids and triazenyl alkynes could undergo a self-catalyzed annulation at room temperature to deliver γ-butenolides efficiently, while the further addition of BF3–Et2O furnished maleic anhydrides. Overall, these processes have mild reaction conditions, broad scope, and high efficiency.

Topics & Concepts

AnnulationMaleic anhydrideChemistryCatalysisOrganic chemistryMaleic acidCombinatorial chemistryCopolymerPolymerAsymmetric Synthesis and CatalysisCatalytic C–H Functionalization MethodsSynthetic Organic Chemistry Methods
Facile Synthesis of γ-Butenolides and Maleic Anhydrides via Annulation of α-Keto Acids and Triazenyl Alkynes | Litcius