One-Pot, Three-Component Chemoselective Reaction of Isoquinolines, Dialkyl Acetylenedicarboxylates, and α-Ketolactones: An Unexpected Participation of an Ester Carbonyl Group in the 1,4-Dipolar Cycloaddition Reaction

Abstract

The reaction of benzofuran-2,3-dione derivatives with dialkyl acetylenedicarboxylates (DAAD) and isoquinoline results in a three-component 1,4-dipolar cycloaddition reaction in which the ester carbonyl group is incorporated into a two-atom assembly to give spiro[1,3]oxazino[2,3-a]isoquinoline derivatives in good yield. This reaction provides the first example of an ester carbonyl group participating in a 1,4-dipolar cycloaddition reaction.

benzofuran-2,3-dione - dialkyl acetylenedicarboxylates - isoquinolines - spiro[1,3]oxazino[2,3-a]isoquinolines - multicomponent reactions

References and Notes

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