Gold-Catalyzed Tandem Cyclizations of 1,6-Diynes Triggered by Internal N- and O-Nucleophiles

Gold-Catalyzed Tandem Cyclizations of 1,6-Diynes Triggered by Internal N- and O-Nucleophiles
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DOI:
10.1021/jo100712d
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发表时间:
2010-07-02
影响因子:
3.6
通讯作者:
Fiksdahl, Anne
Fiksdahl, Anne
中科院分区:
化学2区
文献类型:
--
作者:
Sperger, Christian A.;Fiksdahl, Anne

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研究了金催化的1,6-二炔的串联环化反应,这些反应与亲核官能团如胺、羧酸、酰胺和磺胺相连。这种底物进行串联环化的能力,由内部亲核试剂触发,已经被检查。根据底物、催化体系和反应条件的不同,得到了不同的单环和桥接双环产物的区域异构体。
Investigations on gold-catalyzed tandem cyclization reactions of 1,6-diynes, tethered to nucleophilic functionalities such as amine, carboxylic acid, amide, and sulfonamide, are reported. The ability of such substrates to undergo tandem cyclization, triggered by internal nucleophiles, has been examined. Depending on the substrate, the catalytic system, and reaction conditions, different regioisomers of monocyclic and bridged bicyclic products were obtained.