Abstract
η 5-Cyclopentadienyl dicarbonyl cobalt catalyzes the cocyclization of 1,2-bis(propargyl)-1,2,3,4-tetrahydroisoquinolines 4b and 5 with alkynes to provide a novel synthetic entry into the tetrahydroprotoberberine nucleus. By judicious choice of trimethylsilyl substituents, regiocontrol in the D-ring can be achieved. Reaction of 4b with benzonitrile in the presence of the catalyst furnishes the rare isoquino[2, l- b]-2,6-naphthyridine framework, also regioselectively.
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