银催化的自由基级联环化反应构建 1,5-/1,3-二羰基杂环：一种原子经济性/步骤经济性策略，用于构建色烯并吡啶和异噁唑-/吡唑并色烷-4-酮。
Silver-Catalyzed Radical Cascade Cyclization toward 1,5-/1,3-Dicarbonyl Heterocycles: An Atom-/Step-Economical Strategy Leading to Chromenopyridines and Isoxazole-/Pyrazole-Containing Chroman-4-Ones.
机构信息
Henan Joint International Research Laboratory of Green Construction of Functional Molecules and Their Bioanalytical Applications. College of Chemistry and Molecular Engineering , Zhengzhou University , Zhengzhou 450001 , China.
The Key Laboratory for Chemical Biology of Fujian Province , Xiamen University , Xiamen 361005 , China.
出版信息
Org Lett. 2018 Oct 5;20(19):6157-6160. doi: 10.1021/acs.orglett.8b02627. Epub 2018 Sep 25.
A novel and convenient silver-catalyzed radical cascade cyclization toward a large variety of 1,5-/1,3-dicarbonyl heterocycles containing a chroman-4-one, indanone, or 2,3-dihydroquinolin-4(1 H)-one moiety was developed, by reacting various 2-functionalized benzaldehydes, including 2-allyloxy benzaldehydes, 2-allyl benzaldehyde, and 2-N(Ts)CH-CH═CH substituted benzaldehyde, with 1,3-dicarbonyl compounds in the presence of AgNO/KSO in one pot under mild reaction conditions. The newly obtained 1,5-/1,3-dicarbonyl-containing heterocycles were further used directly to synthesize more structurally diverse polyheterocycles, mainly including chromenopyridines as well as isoxazole- or pyrazole-containing chroman-4-ones.
一种新型、简便的银催化自由基级联环化反应，可用于合成含有色满-4-酮、茚满酮或 2,3-二氢喹啉-4(1H)-酮部分的各种 1,5-/1,3-二羰基杂环化合物，该反应通过在温和的反应条件下，一锅法将各种 2-官能化苯甲醛（包括 2-烯丙氧基苯甲醛、2-丙烯基苯甲醛和 2-N(Ts)CH-CH=CH 取代的苯甲醛）与 1,3-二羰基化合物与 AgNO/KSO 反应。新得到的含有 1,5-/1,3-二羰基的杂环化合物可进一步直接用于合成更多结构多样化的多杂环化合物，主要包括色烯吡啶以及含有异噁唑或吡唑的色满-4-酮。
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