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Gold- and silver-catalyzed intramolecular annulation and rearrangement of aniline-linked 1,6-enynes containing methylenecyclopropanes†
Organic Chemistry Frontiers ( IF 5.4 ) Pub Date : 2018-05-21 00:00:00 , DOI: 10.1039/c8qo00358k
Bo Jiang 1, 2, 3, 4, 5 , Yin Wei 1, 2, 3, 4, 5 , Min Shi 1, 2, 3, 4, 5
Affiliation  

Gold- and silver-catalyzed intramolecular annulation and rearrangement of aniline-linked 1,6-enynes containing methylenecyclopropanes have been reported in this paper, affording the corresponding 1,2-dihydroquinolines containing a cyclobutene moiety as the major products upon gold catalysis and the corresponding 1,2-dihydroquinolines containing a methylenecyclopropane moiety as a single product upon silver catalysis in moderate to good yields under mild conditions. In the gold-catalyzed cycle, the formation of 1,2-dihydroquinolines containing a cyclobutene moiety may proceed through cyclopropyl gold-carbene intermediate twice.

中文翻译:

金和银催化的含亚甲基环丙烷的苯胺连接的1,6-烯炔的分子内环化和重排

本文报道了金和银催化的分子内环化和苯胺连接的含亚甲基环丙烷的1,6-烯炔的重排,从而提供了相应的含环丁烯部分的1,2-二氢喹啉作为金催化的主要产物,以及相应的银催化下,在温和条件下以中等至良好的收率,含有亚甲基环丙烷部分的1,2-二氢喹啉为单一产物。在金催化的循环中,包含环丁烯部分的1,2-二氢喹啉的形成可以通过环丙基金-卡宾中间体进行两次。
更新日期:2018-05-21
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