Department of Chemistry, Zhejiang University, Hangzhou 310027, P. R. China.
J Org Chem. 2020 Apr 17;85(8):5525-5535. doi: 10.1021/acs.joc.0c00283. Epub 2020 Mar 30.
Rh(III)-catalyzed C-H activation/annulation of benzimidates with 4-diazoisochroman-3-imines furnished 8-alkoxy-5-isochromeno[3,4-]isoquinolines in moderate to excellent yields with a broad range of substrate scope. The reaction was carried out under mild reaction conditions and could be scaled up with practical usage. Similar reaction between benzimidates and 4-diazoisoquinolin-3-ones provided 1-alkoxy-4-arylisoquinolin-3-ols in excellent yields. Moreover, the synthesized products could be conveniently transformed to the corresponding heterocycles with a 1,8-naphthyridinone or isochromenopyridinone core, which are privileged structures in medicinal chemistry.
铱(III)催化苯并咪唑与 4-重氮异吲哚-3-亚胺的 C-H 活化/环化反应，以中等至优异的收率提供了具有广泛底物范围的 8-烷氧基-5-异色满并[3,4-]异喹啉。该反应在温和的反应条件下进行，并且可以进行放大以实际使用。苯并咪唑和 4-重氮异喹啉-3-酮之间的类似反应以优异的收率提供了 1-烷氧基-4-芳基异喹啉-3-醇。此外，合成的产物可以方便地转化为具有 1,8-萘啶酮或异色满并吡啶酮核心的相应杂环，这些杂环是药物化学中的优势结构。
