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Access to Fused Pyrroles from Cyclic 1,3-Dienyl Boronic Esters and Arylnitroso Compounds

Abstract : Complimentary to classical hydroboration and boron-Wittig reactions, a new, efficient access to cyclic 1,3-dienyl boronic esters has been developed via diene or triene metathesis. Subsequently, fused pyrroles were synthesized with a broad substrate scope from the reaction of cyclic 1,3-dienyl boronic esters with arylnitroso compounds using a one-pot hetero-Diels-Alder/ring contraction sequence.
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Submitted on : Thursday, May 14, 2020 - 4:42:12 PM
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Benjamin Francois, Ludovic Eberlin, Fabienne Berrée, Andrew Whiting, Bertrand Carboni. Access to Fused Pyrroles from Cyclic 1,3-Dienyl Boronic Esters and Arylnitroso Compounds. Journal of Organic Chemistry, American Chemical Society, 2020, 85 (8), pp.5173-5182. ⟨10.1021/acs.joc.9b03214⟩. ⟨hal-02563405⟩

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