A [3,3] SIGMATROPIC AND NOVEL IPSO [3,3] SIGMATROPIC REARRANGEMENT OF 1-HYDROXYINDOLE CHEMISTRY

摘要

Utilizing 1-aryloxyindole derivatives, we found a new type of [3,3] sigmatropic rearrangement reaction. We named it as ipso [3,3] sigmatropic rearrangement. The product structures are strictly determined by X-ray crystallographic analysis. Normal [3,3] sigmatropic rearrangement of 1-hydroxyindole derivative was found to be a useful synthetic method for 2H-pyrazino[1',2':1,5]pyrrolo[2,3-b]indole-1,4-dione derivative.