Nucleophilic Attack of α??Aminoalkyl Radicals on Carbon Nitrogen Triple Bonds to Construct α??Amino Nitriles: An Experimental and Computational Study

C Zhang, C Liu, Y Shao, X Bao…

Index: Zhang, Chao; Liu, Chunmei; Shao, Ying; Bao, Xiaoguang; Wan, Xiaobing Chemistry - A European Journal, 2013 , vol. 19, # 52 p. 17917 - 17925

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Abstract

Abstract A new reactivity pattern of α-aminoalkyl radicals, involving nucleophilic attack on C [TRIPLE BOND] N triple bonds under thermal conditions, has been developed to construct α- amino nitriles. In contrast to previous C [BOND] H functionalization of tertiary amines involving α-aminoalkyl radicals, this methodology does not require the use of photocatalytic conditions or a transition-metal catalyst. Inexpensive and nontoxic phenylacetonitrile was ...