Selective C鈺怬 Reduction in Phthalimide with Nickel(0) Compounds

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• 作者：Alma Ar茅valo ; Sebasti谩n Ovando-Segovia ; Marcos Flores-Alamo ; Juventino J. Garcı ; ́ ; a
• 刊名：Organometallics
• 出版年：2013
• 出版时间：May 24, 2013
• 年：2013
• 卷：32
• 期：10
• 页码：2939-2943
• 全文大小：300K
• 年卷期：v.32,no.10(May 24, 2013)
• ISSN：1520-6041

文摘

The catalytic reduction of phthalimide was achieved using nickel catalysts. The use of catalytic amounts (20% mol) of [Ni(COD)₂] or [(dippe)Ni(渭-H)]₂ (1) allowed the monoreduction of phthalimide to yield isoindolinone and benzamide, at 140鈥?80 掳C and 750 psi of H₂. When the N鈥揌 moiety of phthalimide was protected with a trimethylsilyl group, both C鈺怬 groups were reduced to yield (trimethylsilyl)isoindoline. However, when a methyl moiety was used as the protecting group, the C鈺怬 groups and the aromatic ring were reduced, using rather similar reaction conditions, due to the formation of 5 脜 (average) nickel nanoparticles.