Organic & Biomolecular Chemistry 2003-01-07

Concise synthesis of (+/-)-horsfiline and (+/-)-coerulescine by tandem cyclisation of iodoaryl alkenyl azides.

Dimitrios E Lizos, John A Murphy

Index: Org. Biomol. Chem. 1(1) , 117-22, (2003)

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Abstract

A brief, efficient and economical synthesis of the spiropyrrolidinyloxindoles, horsfiline and coerulescine, has been achieved, starting from itaconic acid and, respectively, p-anisidine or o-iodoaniline. Tandem radical cyclisation of iodoaryl alkenyl azides is the key step in both syntheses.