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ortho-Naphthoquinone-catalyzed aerobic oxidation of amines to fused pyrimidin-4(3H)-ones: a convergent synthetic route to bouchardatine and sildenafil.

ABSTRACT: A facile access to fused pyrimidin-4(3H)-one derivatives has been established by using the metal-free ortho-naphthoquinone-catalyzed aerobic cross-coupling reactions of amines. The utilization of two readily available amines allowed a direct coupling strategy to quinazolinone natural product, bouchardatine, as well as sildenafil (Viagra™) in a highly convergent manner.

SUBMITTER: Kim K 

PROVIDER: S-EPMC9056348 | biostudies-literature | 2020 Aug

REPOSITORIES: biostudies-literature

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<i>ortho</i>-Naphthoquinone-catalyzed aerobic oxidation of amines to fused pyrimidin-4(3<i>H</i>)-ones: a convergent synthetic route to bouchardatine and sildenafil.

Kim Kyeongha K   Kim Hun Young HY   Oh Kyungsoo K  

RSC advances 20200821 52

A facile access to fused pyrimidin-4(3<i>H</i>)-one derivatives has been established by using the metal-free <i>ortho</i>-naphthoquinone-catalyzed aerobic cross-coupling reactions of amines. The utilization of two readily available amines allowed a direct coupling strategy to quinazolinone natural product, bouchardatine, as well as sildenafil (Viagra™) in a highly convergent manner. ...[more]

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