论文成果
Regioselective control by a catalyst switch in palladium-catalyzed benzylallylation of arylethylidene malononitriles
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- 论文类型:期刊论文
- 发表时间:2013-11-15
- 发表刊物:JOURNAL OF ORGANOMETALLIC CHEMISTRY
- 收录刊物:SCIE、EI、Scopus
- 文献类型:J
- 卷号:745
- 页面范围:177-185
- ISSN号:0022-328X
- 关键字:Regioselective control; Catalyst switch; 2-(Bromomethylnaphthalene;
Arylethylidene malononitrile; Allyltributylstannane
- 摘要:Regioselective control by a catalyst switch in palladium-catalyzed benzylallylation of arylethylidene malononitriles (alpha-benzyl-beta-allylation versus alpha-allyl-beta-benzylation) is described. The three-component reaction of 2-(bromomethyl)naphthalenes, arylethylidene malononitriles, and allyltributylstannane proceeds smoothly with palladium nanoparticles as a catalyst to provide a-benzyl-b-allylation products in good yields. The regioselectivity of the benzylallylation reaction is completely overturned with Pd(PPh3)(4) as the catalyst instead of palladium nanoparticles to obtain alpha-allyl-beta-benzylation products in moderate to good yields. (C) 2013 Elsevier B.V. All rights reserved.