کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
1321530 1499894 2013 9 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Regioselective control by a catalyst switch in palladium-catalyzed benzylallylation of arylethylidene malononitriles
کلمات کلیدی
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی معدنی
پیش نمایش صفحه اول مقاله
Regioselective control by a catalyst switch in palladium-catalyzed benzylallylation of arylethylidene malononitriles
چکیده انگلیسی


• Achieved selective synthesis of α-benzyl-β-allylation products 3 using palladium nanoparticle catalyst.
• Achieved aselective synthesis of α-allyl-β-benzylation products 4 using Pd(PPh3)4 catalyst.
• Provided novel and general methods for the bisfunctionalization of activated olefin compounds.

Regioselective control by a catalyst switch in palladium-catalyzed benzylallylation of arylethylidene malononitriles (α-benzyl-β-allylation versus α-allyl-β-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 α-benzyl-β-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 α-allyl-β-benzylation products in moderate to good yields.

The three-component reaction of 2-(bromomethyl)naphthalenes, arylethylidene malononitriles, and allyltributylstannane proceeds smoothly in the presence of palladium nanoparticles as a catalyst to provide α-benzyl-β-allylation products in good yields. The regioselectivity of the benzylallylation reaction is completely overturned with Pd(PPh3)4 as the catalyst to obtain α-allyl-β-benzylation products in moderate to good yields.Figure optionsDownload as PowerPoint slide

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Journal of Organometallic Chemistry - Volumes 745–746, 15 November 2013, Pages 177–185
نویسندگان
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