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Submission of manuscripts to the tetrahedron letters a simple, biomass-based Total synthesis of Podocarflavone A
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DOI：10.1016/j.tetlet.2026.155994.png)
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Abstract
En 中文
Herein, we report the synthesis of Podocarflavone A, an 8-aryl flavone isolated from the leaves and twigs of Podocarpus macrophyllus, which is distributed over tropical and subtropical regions of eastern Asia and Australia. The synthesis begins with naringin, a flavonoid derived from citrus biomass waste. A route of oxidation/hydrolysis of natural starting material to apigenin, followed by alkylation, was accomplished without column chromatography purification. Halogenation followed by Suzuki-Miyaura cross-coupling reactions in aqueous micellar conditions using the AshPhos ligand resulted in the efficient construction of the 8-aryl flavone framework. Full deprotection yielded Podocarflavone A via a six-step synthesis, requiring only three column purifications and yielding an overall 51% yield. This article is dedicated to the 70th birthday of Ronaldo Aloise Pilli, in recognition of his outstanding contributions to Brazilian synthetic organic chemistry.
Keywords:
Podocarflavone A
Total synthesis
Citrus biomass waste
Aqueous micellar Suzuki-Miyaura reaction
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