Synthesis of Dispirocyclic Compounds via (3 + 2) Annulation of Morita–Baylis–Hillman Maleimides of Isatins With 2‐Arylideneindane‐1,3‐Diones

ABSTRACT A mild and efficient (3 + 2) cycloaddition reaction between Morita–Baylis–Hillman adducts derived from isatins and maleimides, as well as 2‐arylideneindane‐1,3‐diones, has been developed. This method facilitates the synthesis of a diverse range of dispirocyclic frameworks that incorporate both a spiro oxindole motif and a spiro indane‐1,3‐dione motif, along with a cyclopenta[ c ]pyrrole motif. High yields (up to 95%) are achieved, accompanied by excellent regio‐ and diastereoselectivities (all cases > 25:1 dr). Furthermore, the relative configuration and structure of a representative product was unequivocally confirmed by X‐ray crystallography. Additionally, a molecular docking study was carried out to explore the potential biological activities of the products.