Department of Chemistry, Kangwon National University , Chuncheon 24341, Republic of Korea.
J Org Chem. 2017 Oct 6;82(19):10209-10218. doi: 10.1021/acs.joc.7b01714. Epub 2017 Sep 19.
The Cu-catalyzed, formal aza-[3 + 2] cycloaddition reaction of pyridine derivatives with α-diazo oxime ethers in trifluoroethanol was used to synthesize imidazopyridines via the release of molecular nitrogen and elimination of alcohol. These methods enabled modular synthesis of a wide range of N-heterobicyclic compounds such as imidazopyridazines, imidazopyrimidines, and imidazopyrazines with an α-imino Cu-carbenoid generated from the α-diazo oxime ethers and copper.
吡啶衍生物与α-重氮氧化醚在三氟乙醇中经铜催化的形式氮杂-[3 + 2]环加成反应，通过释放氮气和消除醇，合成了咪唑并吡啶。这些方法实现了广泛的 N-杂双环化合物如咪唑并哒嗪、咪唑并嘧啶和咪唑并吡嗪的模块化合成，其中α-亚氨基 Cu-卡宾由α-重氮氧化醚和铜生成。
