Abstract
The 1,3-dipolar cycloaddition reaction of dimethyl hex-2-en-4-ynedioate with azomethine ylides derived from reaction of l-proline with various isatins in methanol selectively resulted in the formation of functionalized spiro[indoline-3,3′-pyrrolizine]acrylates as main products and spiro[indoline-3,3′-pyrrolizine]propiolates as minor products. This result indicated that the electron-deficient alkyne has higher reactivity than that of electron-deficient alkene in 1,3-dipolar cycloaddition reaction.
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