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

• Alexander P. Molchanov,
• Mariia M. Efremova,
• Mariya A. Kryukova and
• Mikhail A. Kuznetsov

Beilstein J. Org. Chem. 2020, 16, 2679–2686, doi:10.3762/bjoc.16.218

• reaction undergo cycloreversion under the reaction conditions. Keywords: azomethine imines; cycloaddition; diazabicyclohexanes; diaziridines; regioselectivity; Introduction Cyclic azomethine imines (AMIs) are very useful synthetic blocks for the preparation of diverse dinitrogenated heterocycles by 1,3

• -Michael-type cycloadducts [28]. Very recently, a catalytic enantioselective (3 + 2) cycloaddition of diazabicyclohexanes with chalcones was carried out [30]. 1,5-Diazabicyclo[3.1.0]hexanes have been employed as precursors for 1,3-dipoles not only in (3 + 2) but also in (3 + 3) cycloadditions. It was shown