Studies toward the Synthesis of Toddaquinoline by Intramolecular Cyclization

Abstract

In connection with studies on the total synthesis of toddaquinoline (1), the synthesis of [l,3]dioxolo[4',5':4,5]benzo[h]quinoline (la), which is the tetracyclic core of 1, was investigated. Intramolecular benzene-pyridine coupling reactions of the monobromide (9) and dibromide (10), using a Pd reagent and Cu reagent, were evaluated to produce la in poor to moderate yields.