5876-09-5Relevant articles and documents
Novel nonmetal catalytic bidirectional selective reduction method of tertiary aromatic amide
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Paragraph 0086; 0087; 0088; 0089, (2017/10/22)
The invention relates to a novel effective bidirectional selective environment-friendly method for hydrosilation reduction of tertiary aromatic amide and an organic silicon reagent. The method comprises the following steps: selecting a nonmetal catalytic system, and selectively preparing a secondary or tertiary organic amine compound by successively catalyzing tertiary aromatic amide and cheap PHMS or triethoxysilane under a mild condition. By adopting the method, the bidirectional selective reduction of the tertiary aromatic amide is realized by innovatively utilizing an electronic effect and steric hindrance difference of an organic silicon reagent at first time, so that a brand new strategy is provided for the reduction of amide and derivative of the amide, the defects of the traditional method that the substrate functional group is poor in compatibility, the production cost is high and the like can be overcome, and the application prospect of the amine compound prepared in industrial production or laboratory is promising.
Ruthenium-catalyzed intermolecular coupling reactions of arylamines with ethylene and 1,3-dienes: Mechanistic insight on hydroamination vs ortho-C-H bond activation
Yi, Chae S.,Sang, Young Yun
, p. 2181 - 2183 (2007/10/03)
(Chemical Equation Presented) The cationic ruthenium complex [(PCy 3)2(CO)(Cl)Ru=CHCH=C(CH3)2] +BF4- was found to be an effective catalyst for the coupling reaction of aniline and ethylene to form a ~1:1 ratio of N-ethylaniline and 2-methylquinoline products. The analogous reaction with 1,3-dienes resulted in the preferential formation of Markovnikov addition products. The normal isotope effect of kNH/kND = 2.2 (aniline and aniline-d7 at 80°C) and the Hammett ρ = -0.43 (correlation of para-substituted p-X-C6H4NH2) suggest an N-H bond activation rate-limiting step for the catalytic reaction.