[3 + 2] Cycloadditions in Asymmetric Synthesis of Spirooxindole Hybrids Linked to Triazole and Ferrocene Units: X-ray Crystal Structure and MEDT Study of the Reaction Mechanism

Derivatization of spirooxindole having triazole and ferrocene units was achieved by the [3 + 2] cycloaddition (32CA) reaction approach. Reacting respective azomethine ylide (AY) intermediate generated in situ with ethylene derivative produced novel asymmetric cycloadducts four contiguous carbons an overall high chemical yield excellent regioselectivity diastereoselectivity. X-Ray single-crystal structure analyses revealed, no doubt, success synthesis target compounds. The 32CA AY 5b 1 has been studied within MEDT. This proceeds via a two-stage one-step mechanism involving asynchronous transition state structure, resulting from nucleophilic attack on β-conjugated position 1. supernucleophilic character strong electrophilic account for polar this reaction. Further, Hirshfeld were used to describe molecular packing compounds 4b, 4e, 4h 4i.