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Reductions of aliphatic and aromatic nitriles to primary amines with diisopropylaminoborane

D Haddenham, L Pasumansky, J DeSoto…

文献索引:Pasumansky, Lubov; Haddenham, Dustin; Clary, Jacob W.; Fisher, Gary B.; Goralski, Christian T.; Singaram, Bakthan Journal of Organic Chemistry, 2008 , vol. 73, # 5 p. 1898 - 1905

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被引用次数: 48

摘要

Diisopropylaminoborane [BH2N (i Pr) 2] in the presence of a catalytic amount of lithium borohydride (LiBH4) reduces a large variety of aliphatic and aromatic nitriles in excellent yields. BH2N (i Pr) 2 can be prepared by two methods: first by reacting diisopropylamineborane [(i Pr) 2N: BH3] with 1.1 equiv of n-butyllithium (n-BuLi) followed by methyl iodide (MeI), or reacting i PrN: BH3 with 1 equiv of n-BuLi followed by trimethylsilyl ...