- Sustainable synthesis of diverse privileged heterocycles by palladium-catalyzed aerobic oxidative isocyanide insertion.
Sustainable synthesis of diverse privileged heterocycles by palladium-catalyzed aerobic oxidative isocyanide insertion.
Angewandte Chemie (International ed. in English) (2012-11-20)
Tjøstil Vlaar, Razvan C Cioc, Pieter Mampuys, Bert U W Maes, Romano V A Orru, Eelco Ruijter
PMID23161862
ABSTRACT
O(2) in, H(2)O out: Various diamines and related bisnucleophiles readily undergo oxidative isocyanide insertion with Pd(OAc)(2) (1 mol %) as the catalyst and O(2) as the terminal oxidant to give a diverse array of medicinally relevant N heterocycles. The utility of this highly sustainable method is demonstrated by a formal synthesis of the antihistamines astemizole and norastemizole.
MATERIALS