Switchable construction of oxa-heterocycles with diverse ring sizes via chemoselective cyclization controlled by dibrominated compounds?

Organic Chemistry Frontiers Pub Date: 2022-09-29 DOI: 10.1039/D2QO01273A

Abstract

The controllable synthesis of spirooxindole-fused dibenzo[b,f]oxocines and chromans from oxindole-embedded four-atom synthons and dibrominated compounds through, respectively, [4 + 4] and [4 + 2] cyclization reactions has been developed. In addition, the indole-fused nine-membered oxa-heterocycles also could be accessed switchably through the carbocation-rearrangement-initiated ring expansion of spirooxindole-fused dibenzo[b,f]oxocines by facile operation.

Graphical abstract: Switchable construction of oxa-heterocycles with diverse ring sizes via chemoselective cyclization controlled by dibrominated compounds
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