State Key Lab of Urban Water Resource and Environment, School of Science, Harbin Institute of Technology (Shenzhen), Shenzhen 518055, China.
School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007, China.
Org Biomol Chem. 2023 Jul 12;21(27):5511-5515. doi: 10.1039/d3ob00878a.
Herein, a visible light-induced synthesis of polysubstituted oxazoles from diazo compounds is reported. This developed synthetic method differs from traditional routes that rely on transition metals and external chemical oxidants. Our method uses readily available and inexpensive diazonium compounds as well as nitrile substrates with a catalytic amount of (i-Pr)SiCl species, delivering the corresponding valuable multi-substituted oxazole products (up to 95% yield). This protocol exhibits a broad substrate scope and is easily carried out under mild reaction conditions. Notably, gram-scale synthesis in a continuous flow fashion has been performed.
本文报道了一种可见光诱导的重氮化合物合成多取代恶唑的方法。与传统方法相比,这种新方法不依赖于过渡金属和外部化学氧化剂。我们的方法使用易得且廉价的重氮化合物以及腈类作为底物,催化量的(i-Pr)SiCl 物种,得到相应的有价值的多取代恶唑产物(最高产率达 95%)。该方法具有广泛的底物范围,在温和的反应条件下很容易进行。值得注意的是,已经可以在连续流动模式下进行克级规模的合成。