Michael/Cyclization Tandem Reaction of 3-Formylchromones with Isothiocyanatooxindoles
As the core structure of a variety of natural products and drug molecules,polycyclic chromanone com-pounds possess many pharmacological activities such as anticancer,anti-inflammatory,antibacterial and neuro-protective,so they have attracted the attention of many organic chemists.The construction of chromanone com-pounds based on chromone derivatives can further enrich the molecular library of chromanone structure,filling the research gap on chromone compounds.In this paper,a Michael/cyclization tandem reaction was carried out with 3-formylchromones and 3-isothiocyanatooxindoles to produce the corresponding spirocyclic heterocycles with high yields(up to 92%)and excellent diastereoselectivities(up to＞20:1 dr).Based on the reaction,a series of pyrrolidinyl spirooxindole-chromanones with three continuous stereocenters and a tetrasubstituted carbon were successfully constructed,and some asymmetric catalytic reaction conditions of the reaction were also pre-liminarily explored.
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