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Year 2005, Month 1 (Section Brief Communications, Page 259)

Heterocycles with a bridgehead nitrogen atom. 16.* Assembly of a peri-fused system from an angular tricycle by recyclization of an oxazole ring into pyrrole one

E. V. Babaev,* A. A. Tsisevich, D. V. Al´bov, V. B. Rybakov, and L. A. Aslanov

An unusual example of the recyclization of the tricyclic 6,7,8,9-tetrahydrooxazolo[3,2-a]quinolinium system into the 8,9-dihydro-7H-pyrrolo[3,2,1-ij]quinoline system was discovered. The reaction is a topological modification of the known conversion of oxazolo[3,2-a]pyridinium salts into indolizines. The structural feature of this transformation is a change of the annelation type in the tricycle from the angular one to peri-fusion of three rings.

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