Palladium-Catalyzed Cycloisomerization of 1,6-enynes using Alkyl Iodides as Hydride Source: a Combined Experimental and Computational Study

被引：5
作者：
Xia, Xiao-Feng [1 ]
Liu, Xiao-Jun [2 ]
Tang, Guo-Wu [2 ]
Wang, Dawei [1 ]
机构：
[1] Jiangnan Univ, Sch Chem & Mat Engn, Key Lab Synthet & Biol Colloids, Minist Educ, Wuxi 214122, Jiangsu, Peoples R China
[2] Shandong Normal Univ, Coll Chem Chem Engn & Mat Sci, Jinan 250014, Shandong, Peoples R China
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2019年 / 361卷 / 17期
基金：
美国国家科学基金会;
关键词：
Pd-catalyzed; Pd-hydrides; cycloisomerization; 1,6-enynes; alkyl iodides; REDUCTIVE CYCLIZATION; HYDROAMINOCARBONYLATION; N-ENYNES; GENERATION; CHEMISTRY; OXIDATION; BROMIDES; HALIDES; KETONES; FACILE;
D O I：
10.1002/adsc.201900554
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
A palladium-catalyzed cycloisomerization of 1,6-enynes using alkyl iodides as hydride sources has been developed. The method turns undesired beta-hydride elimination of alkyl iodides into a strategic advantage, efficiently giving rise to dihydropyridin-2(1H)-ones and tetrahydropyridines containing exocyclic double bonds with excellent chemo- and regio-selectivity. Experimental and computational studies support a reaction mechanism involving hydride transfer via beta-hydride elimination/palladium(II) hydride migratory insertion.
引用
收藏
页码：4033 / 4040
页数：8
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