A facile approach to spiro[dihydrofuran-2,3′-oxindoles] via formal [4 + 1] annulation reaction of fused 1H-pyrrole-2,3-diones with diazooxindoles

Beilstein J Org Chem. 2022 Nov 10;18:1532-1538. doi: 10.3762/bjoc.18.162. eCollection 2022.

ABSTRACT

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 1H-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 1H-pyrrole-2,3-diones fused at the [e]-side in a [4 + 1] annulation reaction.

PMID:36447521 | PMC:PMC9663967 | DOI:10.3762/bjoc.18.162

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