Activation of enamine by photoexcited organocatalyst assisted singlet oxygen: synthesis of oxazoles and quinoxalines,Organic & Biomolecular Chemistry

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Activation of enamine by photoexcited organocatalyst assisted singlet oxygen: synthesis of oxazoles and quinoxalines
Organic & Biomolecular Chemistry ( IF 2.9 ) Pub Date : 2024-05-16 , DOI: 10.1039/d4ob00609g
Selvaraj Elavarasan ₁ , Jeyaraj Preety ₁ , M Kesavan ₂ , Ravi B Patel ₃ , Baburaj Baskar ₁

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Herein, a novel transition-metal-free thiol-based donor–acceptor organophotocatalyst-assisted, singlet-oxygen-mediated tandem oxidative cyclization for the synthesis of substituted oxazoles in moderate-to-good yields is described. The developed method demonstrates applicability for the synthesis of various substituted quinoxalines in good-to-excellent yields. The metal-free methodology shows a practical route for the synthesis of oxazole and quinoxaline derivatives, which are privileged moieties prevalent in various biologically active compounds and natural products. To the best of our knowledge, both the thiol photocatalyst and synthesis of oxazoles by visible-light irradiation are reported for the first time.

中文翻译：

光激发有机催化剂辅助单线态氧活化烯胺：合成恶唑和喹喔啉

本文描述了一种新型的无过渡金属硫醇基供体-受体有机光催化剂辅助、单线态氧介导的串联氧化环化，用于以中等至良好的产率合成取代恶唑。所开发的方法表明适用于以良好至优异的产率合成各种取代的喹喔啉。无金属方法显示了恶唑和喹喔啉衍生物合成的实用路线，这些衍生物是各种生物活性化合物和天然产物中普遍存在的特殊部分。据我们所知，硫醇光催化剂和可见光照射合成恶唑都是首次报道。

更新日期：2024-05-16

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