6-芳基-1,5-二氮杂双环[3.1.0]己烷与1,3-二苯基丙-2-烯-1-酮在微波辐射下的选择性可逆1,3-偶极环加成反应
Selective and reversible 1,3-dipolar cycloaddition of 6-aryl-1,5-diazabicyclo[3.1.0]hexanes with 1,3-diphenylprop-2-en-1-ones under microwave irradiation.
作者信息
Molchanov Alexander P, Efremova Mariia M, Kryukova Mariya A, Kuznetsov Mikhail A
机构信息
Department of Organic Chemistry, Institute of Chemistry, Saint Petersburg State University, 7/9 Universitetskaya nab., St. Petersburg, 199034, Russia.
出版信息
Beilstein J Org Chem. 2020 Oct 30;16:2679-2686. doi: 10.3762/bjoc.16.218. eCollection 2020.
The first example of the cycloaddition of in situ-generated azomethine imine under microwave conditions is described. The reaction of 6-aryl-1,5-diazabicyclo[3.1.0]hexanes with 1,3-diphenylprop-2-en-1-ones proceeds regio- and stereoselectively giving mostly good yields of the corresponding perhydropyrazolopyrazoles. The products of the reaction undergo cycloreversion under the reaction conditions.
描述了在微波条件下原位生成的甲亚胺亚胺环加成反应的首个实例。6-芳基-1,5-二氮杂双环[3.1.0]己烷与1,3-二苯基丙-2-烯-1-酮的反应区域和立体选择性地进行，大多数情况下相应的全氢吡唑并吡唑能获得良好产率。反应产物在反应条件下会发生环反转。
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