128654-46-6

Upstream product

• 3296-05-7 1-azido-4-chlorobenzene 
• 40934-71-2 3-(trimethylsilyl)cyclohexene 
• 106-47-8 4-chloro-aniline 
• 1165952-91-9 cyclohexa-1,3-diene 
• 822-67-3 Cyclohex-2-enol 
• 110-83-8 cyclohexene 
• 1521-51-3 rac-3-bromocyclohexene 

Relevant academic research and scientific papers

A lutidine-promoted photoredox catalytic atom-transfer radical cyclization reaction for the synthesis of 4-bromo-3,3-dialkyl-octahydro-indol-2-ones

Reported herein is a visible-light-catalyzed photoredox atom-transfer radical cyclization (ATRC) halo-alkylation of 1,6-dienes with α-halo-ketones as the ATRC reagent. This process exhibits high atom economy, high step economy, and high redox economy, which can directly construct a 4-bromo-3,3-dialkyl-octahydro-indol-2-one core under mild conditions in one pot, and lutidine is found to be the key promoter for this ATRC process.

Method for preparing allylamine compounds

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.

N-Bu4NI/TBHP-catalyzed direct amination of allylic and benzylic C(sp3)-H with anilines under metal-free conditions

A novel and efficient n-Bu4NI/TBHP-catalyzed direct amination of allylic and benzylic C(sp3)-H with anilines to form N-substituted anilines under metal-free conditions has been developed. the Partner Organisations 2014.

Catalytic C-H Amination with aromatic amines

Aniline joins the club: A β-diketiminato copper(I) catalyst enables C-H amination of anilines employing low catalyst loadings to preclude oxidation to the diazene ArNi-NAr (see scheme). Electron-poor anilines are particularly resistant towards diazene formation and participate in the amination of strong and unactivated C-H bonds. N-alkyl anilines also take part in C-H amination. Copyright

Nucleophilic substitution reactions of alcohols with use of montmorillonite catalysts as solid Bronsted acids

(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.

Hydroamination of 1,3-cyclohexadiene with aryl amines catalyzed with acidic form zeolites

The intermolecular hydroamination of 1,3-cyclohexadiene with aniline using zeolite catalysts was investigated. The reaction mechanism and the influence of amine basicity on the rate of reaction were studied. Zeolite H-BEA was the most active catalyst, whereas the incorporation of Zn2+ (Zn/H-BEA) led to decreasing catalytic activity, indicating that the reaction is catalyzed by Bronsted acid sites. Subtle shape selective effects determine the reactivity and selectivity of the zeolites.

Reactions of Aryl Azides with Alkenes in the Presence of Aluminium Trichloride. Formation of Novel Aziridines fused to Seven- and Eight-membered Rings

Reactions of aryl azides (1) with cyclohexene gave 3-(arylamino)cyclohexenes (2) and trans-1-chloro-2-(arylamino)cyclohexanes (3), whereas that of (1) with cycloheptene or cis-cyclo-octene afforded novel aziridines, 8-aryl-8-azabicyclooctanes (4), or 9-aryl-9-azabicyclononanes (5), respectively.The reaction of phenyl azide (1a) with cis-4-methylpent-2-ene yielded 3-anilino-2-chloro-4-methylpentane (10), but that with the trans-alkene gave 4-anilino-2-methylpent-2-ene (7) and 3-anilino-4-methylpent-1-ene (8).The similar reaction of (1) with 3-trimethylsilylcyclohexene or 3-trimethylsilyl-cis-cyclo-octene produced only (2) or 3-(arylamino)-cis-cyclo-octenes (2').The formation of the aziridines or the ring-opened products was explained by a mechanism via an aziridinium-AlCl3 complex formed from an azide-AlCl3 complex.