铜催化的异氰化物和邻苯甲酰基羟胺合成二氢喹啉酮。
Copper-Catalyzed Dihydroquinolinone Synthesis from Isocyanides and O-Benzoyl Hydroxylamines.
机构信息
College of Pharmacy , Army Medical University , Chongqing , 400038 , China.
出版信息
J Org Chem. 2019 Mar 15;84(6):3725-3734. doi: 10.1021/acs.joc.9b00262. Epub 2019 Mar 4.
A copper-catalyzed protocol has been realized for the rapid assembly of dihydroquinolinones from readily accessible isocyanides and O-benzoyl hydroxylamines. The reactions (10 mol % of CuOAc, 10 mol % of dppe, 3 equiv of PhONa, 30 °C) deliver various structurally interesting dihydroquinolinones in moderate to good yields (up to 76%). The reactions may proceed in a cascade manner involving isocyanide insertion into the N-O bond, Mumm-type rearrangement, and intramolecular nucleophilic substitution.
一种铜催化的反应体系已经被开发出来，可以从易得的异氰化物和邻苯甲酰基羟胺快速合成二氢喹啉酮。该反应（10 mol % 的 CuOAc，10 mol % 的 dppe，3 当量的 PhONa，30°C）以中等至良好的收率（高达 76%）得到了各种具有结构意义的二氢喹啉酮。该反应可能以级联方式进行，包括异氰化物插入 N-O 键、Mumm 型重排和分子内亲核取代。
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