A convenient synthesis of amides and nitriles with a branched and conjugated dienyne structure

被引:11
作者
Fiandanese, V [1 ]
Babudri, F [1 ]
Marchese, G [1 ]
Punzi, A [1 ]
机构
[1] Univ Bari, Dipartimento Chim, CNR, ICCOM, I-70126 Bari, Italy
关键词
silicons and compounds; dienynes; amides; nitriles;
D O I
10.1016/S0040-4020(02)01282-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:9547 / 9552
页数:6
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