744993-61-1Relevant academic research and scientific papers
Mechanistic Insight into Hydroboration of Imines from Combined Computational and Experimental Studies
Cao, Jia,Gao, Liuzhou,Li, Guoao,Li, Shuhua,Li, Zhenxing,Wang, Guoqiang,Zou, Wentian
supporting information, (2022/02/07)
Boron Lewis acid-catalyzed and catalyst-free hydroboration reactions of imines are attractive due to the mild reaction conditions. In this work, the mechanistic details of the hydroboration reactions of two different kinds of imines with pinacolborane (HB
Cobalt(II) phthalocyanine-catalyzed highly chemoselective reductive amination of carbonyl compounds in a green solvent
Kumar, Vishal,Sharma, Upendra,Verma, Praveen K.,Kumar, Neeraj,Singh, Bikram
supporting information; experimental part, p. 870 - 878 (2012/05/04)
Cobalt phthalocyanine has been employed for the highly chemoselective reductive amination of aldehydes and ketones in ethanol as a green solvent. A large range of functional groups such as nitro, acid, amide, ester, nitrile, halogen, lactone, methoxy, hydroxy, alkene, N-benzyl, O-benzyl and heterocyclic rings were well tolerated under the present reaction conditions. Copyright
Cp*Ir-catalyzed N-alkylation of amines with alcohols. A versatile and atom economical method for the synthesis of amines
Fujita, Ken-ichi,Enoki, Youichiro,Yamaguchi, Ryohei
, p. 1943 - 1954 (2008/09/17)
A versatile and highly atom economical catalytic system consisting of [Cp*IrCl2]2/NaHCO3 (Cp*=pentamethylcyclopentadienyl) for the N-alkylation of amines with primary and secondary alcohols as alkylating reagents has been developed. For example, the reaction of equimolar amounts of aniline and benzyl alcohol in the presence of [Cp*IrCl2]2 (1.0 mol % Ir) and NaHCO3 (1.0 mol %) in toluene at 110 °C gives N-benzylaniline in 94% yield. The present catalytic system is applicable to the N-alkylation of both primary and secondary amines, and only harmless water is produced as co-product. A wide variety of secondary and tertiary amines can be synthesized with high atom economy under mild and less-toxic conditions. One-pot sequential N-alkylation leading to tertiary amines bearing three different substituents is also described.
Inversion of the reactivity of benzyl bromides in reactions with anilines in dioxane and its mixtures with dimethyl sulfoxide. Experimental proof for isoparametric relationships
Shpan'ko
, p. 1010 - 1013 (2007/10/03)
Analysis of the structure-reactivity cross correlations shows the existence of isoparametric relationships in the reaction of Y-substituted benzyl bromides with X-substituted anilines in dioxane and 2, 3, and 5 M solutions of dimethyl sulfoxide in dioxane
EFFECTS OF SUBSTITUENTS IN THE BENZYL BROMIDE ON THE KINETICS OF THE BENZYLATION OF AMINES
Shpan'ko, I. V.,Korostylev, A. P.,Rusu, L. N.
, p. 1715 - 1723 (2007/10/02)
The kinetics of the reactions of 3- and 4-substituted benzyl bromides with amines having various structures in nitrobenzene at 40 deg C were investigated.The 4-substituted benzyl bromides have higher reactivity compared with that calculated on the basis of the linear correlations according to the Hammett-Taft equation for unsubstituted and 3-substituted benzyl bromides containing electron-withdrawning substituents.The reactivity of benzyl bromides containing electron-donating substituents obeys a linear correlation with the ?+ constants.The effects of structural changes in the substrate and the nucleophile on the character of the transition states of the investigated reactions is discussed.
MUTUAL EFFECTS OF STRUCTURE IN THE REACTIONS OF BENZYL BROMIDES WITH PRIMARY ARYLAMINES IN A MIXTURE OF NITROBENZENE AND DIMETHYLSULFOXIDE
Litvinenko, L. M.,Shpan'ko, I. V.,Korostylev, A. P.
, p. 854 - 859 (2007/10/02)
The kinetics of the reaction of benzyl bromides with primary arylamines in a 1 M solution of dimethyl sulfoxide in benzene were studied.The joint effect of the substituents on the reactivity of the benzyl bromide-primary arylamine system was evaluated qua
