Abstract
? 2021 Elsevier LtdA method for isoindoline synthesis via phosphazene base-catalyzed intramolecular hydroamination of aminoalkenes was developed. The reaction has a broad functional group tolerance, including for halide, cyano, and methoxy groups, and could also be used to synthesize tetrahydroisoquinoline, pyrrolidine, and piperidine. The method was used as a key step in the total synthesis of aristocularine in six steps in 35% overall yield. The strategy involved the construction of an isoindoline core through controlling the formation of the desired C–N bond, with the relatively labile methoxymethyl group and arylbromide remaining intact.
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Elsevier