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Merck

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

Organic & biomolecular chemistry (2003-08-22)
Dimitrios E Lizos, John A Murphy
RÉSUMÉ

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.

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Sigma-Aldrich
p-Anisidine, 99%
Sigma-Aldrich
3-Iodoaniline, 98%