A facile approach to spiro[dihydrofuran-2,3'-oxindoles] via formal [4 + 1] annulation reaction of fused 1 H -pyrrole-2,3-diones with diazooxindoles.
Pavel A TopanovAnna A MaslivetsMaksim V DmitrievIrina V MashevskayaYurii V ShklyaevAndrey N MaslivetsPublished in: Beilstein journal of organic chemistry (2022)
There has been developed an easy synthetic approach to spiro[dihydrofuran-2,3'-oxindoles] via a highly diastereoselective formal [4 + 1] cycloaddition reaction of [ e ]-fused 1 H -pyrrole-2,3-diones with diazooxindoles. The described novel heterocyclic systems are heteroanalogues of antimicrobial and antibiofilm fungal metabolites. The developed reaction represents the first example of involving 1 H -pyrrole-2,3-diones fused at the [ e ]-side in a [4 + 1] annulation reaction.