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性别:男

毕业院校:日本北海道大学

学位:博士

所在单位:化工学院

学科:有机化学
精细化工
应用化学

办公地点:大连理工大学西部校区化工实验楼E508

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Regioselective control by a catalyst switch in palladium-catalyzed benzylallylation of arylethylidene malononitriles

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发布时间:2019-03-09

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:Scopus、EI、SCIE

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.

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