84487-57-0Relevant academic research and scientific papers
Method for preparing allylamine compounds
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Paragraph 0038, (2018/06/15)
The invention discloses a method for preparing allylamine compounds. The allylamine compounds are synthesized by taking an ionic iron (III) complex which has a molecular formula of [(RNCH2CH2NR)CH][FeBr4] (R is tert-butyl) and contains 1,3-di-tert-butyl imidazoline cation as a catalyst, taking di-tert-butyl peroxide as an oxidant and carrying out oxidative coupling reaction on amine compounds andallyl hydrocarbon compounds. The method disclosed by the invention has wide application range, can be used for aromatic amine containing an electron-withdrawing group, is effective for aromatic aminecontaining an electron-donating group, and is a first case of preparing the allylamine compounds through the oxidative coupling reaction of the amine compounds and the allyl hydrocarbon compounds, which is realized by an iron-based catalyst.
Oxidative amination of benzylic alkanes with nitrobenzene derivatives as nitrogen sources
Pang, Shaofeng,Shi, Feng
supporting information, p. 5872 - 5876 (2016/12/07)
The oxidative amination of inert C[sbnd]H bonds has the potential to fundamentally change chemistry but is severely limited by the low chemo- and regio-selectivity under oxidation conditions. Until now, no efficient methodology for the direct intermolecular amination of terminal sp3-C[sbnd]H bonds to N-alkyl amines has existed. Here, a new concept is proposed for the oxidative amination of the terminal sp3-C[sbnd]H bond in alkanes via the construction of a complex reaction system composed of a carbon-supported Co-Ni bimetallic catalyst, an alkane, nitrobenzene, tert-butyl hydroperoxide and hydrogen. This system allows the reduction of nitrobenzene to aniline and the further oxidative amination of the alkane. Nitrobenzene and toluene derivatives can be successfully transformed into the corresponding N-benzyl aniline derivatives with up to 95% isolated yields, and the reaction shows excellent functional group tolerance. This approach offers a new concept for catalyst design and may strongly promote the study of inert C[sbnd]H bond activation and the synthesis of functional N-containing compounds.
Synthesis of 7-bromo, 7-phenylethynyl, 7-azido, and 7-nitro derivatives of N-acetyl-1,3a,4,8b-tetrahydrocyclopenta[b]indole
Skladchikov,Fatykhov,Gataullin
, p. 48 - 53 (2014/03/21)
7-Bromo-, 7-phenylethynyl-, 7-azido-, 7-nitro-, and 5,7-dinitro-substituted N-acetyl-1,3a,4,8b-tetrahydrocyclopenta[b]indoles have been synthesized starting from anilines and 3-chlorocyclopentene. The NMR spectra of N-acetyl-7-nitro-1,3a,4,8b-tetrahydrocyclopenta[b]indoles displayed no signal doubling typical of the other 7-substituted derivatives.
Nucleophilic substitution reactions of alcohols with use of montmorillonite catalysts as solid Bronsted acids
Motokura, Ken,Nakagiri, Nobuaki,Mizugaki, Tomoo,Ebitani, Kohki,Kaneda, Kiyotomi
, p. 6006 - 6015 (2008/02/10)
(Chemical Equation Presented) We have developed an environmentally benign synthetic approach to nucleophilic substitution reactions of alcohols that minimizes or eliminates the formation of byproducts, resulting in a highly atom-efficient chemical process. Proton- and metal-exchanged montmorillonites (H- and Mn+-mont) were prepared easily by treating Na +-mont with an aqueous solution of hydrogen chloride or metal salt, respectively. The H-mont possessed outstanding catalytic activity for nucleophilic substitution reactions of a variety of alcohols with anilines, because the unique acidity of the H-mont catalyst effectively prevents the neutralization by the basic anilines. In addition, amides, indoles, 1,3-dicarbonyl compounds, and allylsilane act as nucleophiles for the H-mont-catalyzed substitutions of alcohols, which allowed efficient formation of various C-N and C-C bonds. The solid H-mont was reusable without any appreciable loss in its catalytic activity and selectivity. Especially, an Al3+-mont showed high catalytic activity for the α-benzylation of 1,3-dicarbonyl compounds with primary alcohols due to cooperative catalysis between a protonic acid site and a Lewis acidic Al3+ species in its interlayer spaces.
A Novel Ring-opening Reaction of an Aziridinium-AlCl3 Complex. Reaction of Phenyl Azide with Alkenes in the Presence of AlCl3
Takeuchi, Hiroshi,Shiobara, Yukihiko,Mitani, Michiharu,Koyama, Kikuhiko
, p. 1251 - 1252 (2007/10/02)
Reaction of phenyl azide with alkenes in the presence of ALCl3 gives an aziridinium-AlCl3 complex via an azide-AlCl3 complex; this reaction is followed by ring-opening reactions of the aziridinium-AlCl3 complex to give N-allylanilines and/or N-phenyl-β-chloroamines after work-up with aqueous Na2CO3, but the reaction with cis-cyclo-octene yields a novel aziridine, 9-phenyl-9-azabicyclononane after the work-up.
