A Convenient and Efficient Synthesis of Coumarin-Containing Phthalides and Derivatives

Abstract

A highly efficient and convenient procedure to access a series of coumarin-containing phthalides and derivatives is developed. The novel bis-heterocyclic products are obtained via reactions between 4-hydroxycoumarins (or 4-hydroxy-2-quinolones) with different 2-formylbenzoic acids in water as an environmentally friendly solvent. 4-Aryl substituted derivatives of 3-(4-hydroxy)coumarinylphthalide are obtained in excellent yields by initial conversion into the corresponding triflate and subsequent palladium-catalyzed Suzuki–Miyaura coupling with arylboronic acids.

Key words

coumarins - phthalides - bis-heterocyclic - water - Suzuki–Miyaura coupling

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