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.
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Titolo: | A convenient synthesis of amides and nitriles with a branched and conjugated dienyne structure |
Autori: | |
Data di pubblicazione: | 2002 |
Rivista: | |
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. |
Handle: | http://hdl.handle.net/11586/125616 |
Appare nelle tipologie: | 1.1 Articolo in rivista |