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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

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.