An efficient and stereoselective synthetic approach to a variety of amides and nitriles with a branched and conjugated dienyne structure has been developed, starting from a readily available mono-silylated unsaturated amide and nitrile with an enyne structure. A nucleophilic hydrohalogenation of the triple bond of the enynes with NaI afforded a Z,E-iododienamide and a Z,E-iododienenitrile that, subjected to palladium-catalyzed cross-coupling reactions with a variety of terminal alkynes, led directly to the title compounds. (C) 2002 Elsevier Science Ltd. All rights reserved.
A convenient synthesis of amides and nitriles with a branched and conjugated dienyne structure
BABUDRI, Francesco;PUNZI, Angela
2002-01-01
Abstract
An efficient and stereoselective synthetic approach to a variety of amides and nitriles with a branched and conjugated dienyne structure has been developed, starting from a readily available mono-silylated unsaturated amide and nitrile with an enyne structure. A nucleophilic hydrohalogenation of the triple bond of the enynes with NaI afforded a Z,E-iododienamide and a Z,E-iododienenitrile that, subjected to palladium-catalyzed cross-coupling reactions with a variety of terminal alkynes, led directly to the title compounds. (C) 2002 Elsevier Science Ltd. All rights reserved.File in questo prodotto:
Non ci sono file associati a questo prodotto.
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
