A copper-catalyzed cascade method was developed for the synthesis of [1,2,3]triazolo[5,1-a]isoquinoline derivatives. The N-fused heterocycles were obtained in good to excellent yields under mild conditions, which provided a new strategy for the preparation of this highly functionalized building block.
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Article Synopsis
- The study presents a method using TMSOTf to create spiroketal derivatives through hydroalkoxylation and cycloaddition reactions involving hydroxy cyclopropenes and aldehydes.
- This process generates a donor-acceptor cyclopropane intermediate, allowing for the efficient synthesis of [5.5]- and [6.5]-spiroketals.
- The resulting spirocyclic compounds can be further modified to produce complex polycyclic heterocycles through metal halogen exchange and copper-catalyzed reactions, with a decarboxylation step that introduces a fourth chiral center.
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