Tin(IV) chloride selectively promotes the nucleophilic attack of methyl acetoacetate to the cyano instead of the olefinic carbon atom of alpha,beta-unsaturated nitriles to give enaminoketoesters. In the presence of an excess of ketoester a second C-C bond formation occurs followed by cyclisation affording substituted pyridines in a selective cascade sequence.
One pot synthesis of unsaturated enaminoketoesters or of pyridines in the tin(IV) chloride-promoted reactions of beta-ketoesters with of alpha,beta-unsaturated nitriles
BASATO, MARINO
2002
Abstract
Tin(IV) chloride selectively promotes the nucleophilic attack of methyl acetoacetate to the cyano instead of the olefinic carbon atom of alpha,beta-unsaturated nitriles to give enaminoketoesters. In the presence of an excess of ketoester a second C-C bond formation occurs followed by cyclisation affording substituted pyridines in a selective cascade sequence.
File in questo prodotto:
Non ci sono file associati a questo prodotto.
Pubblicazioni consigliate
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
