1100308-48-2Relevant academic research and scientific papers
Nucleophilic attack of α-aminoalkyl radicals on carbon-nitrogen triple bonds to construct α-amino nitriles: An experimental and computational study
Zhang, Chao,Liu, Chunmei,Shao, Ying,Bao, Xiaoguang,Wan, Xiaobing
, p. 17917 - 17925 (2013)
A new reactivity pattern of α-aminoalkyl radicals, involving nucleophilic attack on Ci￡N triple bonds under thermal conditions, has been developed to construct α-amino nitriles. In contrast to previous C-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 chosen as cyano source for this α-aminonitrile forming reaction. A plausible mechanism is proposed based upon experimental and computational results. An α-aminoalkyl radical intermediate and benzoyl cyanide have been shown to be key intermediates in this Copyright
Biomimetic carbene-catalyzed oxidations of aldehydes using TEMPO
Guin, Joyram,De Sarkar, Suman,Grimme, Stefan,Studer, Armido
supporting information; experimental part, p. 8727 - 8730 (2009/05/15)
(Chemical Equation Presented) Transition-metal-free organocatalytic oxidations of various aldehydes proceed with the TEMPO radical as a mild organic oxidant; the resulting TEMPO esters are formed in moderate to excellent yields (see scheme). N-Heterocyclic carbenes (NHCs) are efficient catalysts and activate aldehydes for electron-transfer reactions. The TEMPO esters are readily hydrolyzed and the nitroxide can be regenerated by aerobic oxidation.
