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Pd(II)-catalyzed aerobic intermolecular 1,4-diamination of conjugated dienes: A regioselective [4+4] annulation for the construction of medium-ring 1,6-benzodiazocine derivatives

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Abstract The first metal-catalyzed oxidative intermolecular 1,4-diamination of conjugated dienes has been developed. A series of medium ring compounds were constructed via palladium-catalyzed intermolecular [4+4] annulations. Oxygen was successfully used… Click to show full abstract

Abstract The first metal-catalyzed oxidative intermolecular 1,4-diamination of conjugated dienes has been developed. A series of medium ring compounds were constructed via palladium-catalyzed intermolecular [4+4] annulations. Oxygen was successfully used as an oxidant instead of the existing stoichiometric metals or hypervalent iodine reagents. 20 examples are reported, and good yields and regioselectivities could be obtained for the majority of diamines and conjugated diene substrates.

Keywords: conjugated dienes; diamination conjugated; intermolecular diamination; medium ring

Journal Title: Tetrahedron Letters
Year Published: 2017

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