Synthesis of 3,4-disubstituted isoquinolines via palladium-catalyzed cross-coupling of 2-(1-alkynyl)benzaldimines and organic halides.
Synthesis of 3,4-disubstituted isoquinolines via palladium-catalyzed cross-coupling of 2-(1-alkynyl)benzaldimines and organic halides.
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DOI：
10.1002/chin.200218138
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发表时间：
2003-06
期刊：
影响因子：
--
通讯作者：
G. Dai;R. Larock
中科院分区：
文献类型：
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作者：
G. Dai;R. Larock
在钯的催化下，易得的N-叔丁基-2-(1-炔基)苯甲醛二胺与芳基、烯丙基、苄基、炔基卤化物以及乙烯基卤化物的交叉偶联，为3，4-二取代异喹啉提供了一条有价值的新路线，分别在4-位上取代芳基、烯丙基、苄基、1-炔基和乙烯基。该反应似乎需要乙炔末端离亚胺官能团最远的芳基。对反应条件进行了优化，得到了较好的产率。
The palladium-catalyzed cross-coupling of readily available N-tert-butyl-2-(1-alkynyl)benzaldimines and aryl, allylic, benzylic, alkynyl halides, as well as a vinylic halide, provides a valuable new route to 3,4-disubstituted isoquinolines with aryl, allylic, benzylic, 1-alkynyl, and vinylic substituents, respectively, in the 4-position. The reaction appears to require an aryl group on the end of the acetylene furthest from the imine functionality. The reaction conditions have been optimized, and reasonably good yields have been obtained.