30805-14-2

Upstream product

• 50-00-0 formaldehyd 
• 64-17-5 ethanol 
• 106-47-8 4-chloro-aniline 
• 1353053-97-0 triethylsiloxymethyl-N,N-dimethylamine 
• 352018-71-4 cycloheptane-1,1-diyl bis-hydroperoxide 
• 2699-11-8 1,1-dihydroperoxycyclohexane 
• 229323-97-1 2,2-dihydroperoxyadamantane 
• 369648-99-7 2-(4-methyl-3-nitrophenylsulfonyl)guanidine 
• 19077-97-5 sulphaguanidine acetate 
• 53654-69-6 N,N'-bis-(4-chloro-phenyl)-methanediyldiamine 

Downstream Products

• 123333-40-4 N-(2-amino-5-chloro-benzyl)-4-chloro-aniline 
• 6333-34-2 NN'-(4,4'-dichlorodiphenyl)oxamide 
• 109423-17-8 Trifluoro-acetic acid [(4-chloro-phenyl)-(2,2,2-trifluoro-acetyl)-amino]-methyl ester 
• 32328-78-2 4-chloro-N-methylen-aniline 

Relevant academic research and scientific papers

Synthesis of Diversely Substituted Imidazolidines via [3+2] Cycloaddition of 1,3,5-Triazinanes with Donor-Acceptor Aziridines and Their Anti-Tumor Activity

A Y(OTf)3-catalyzed [3+2] cycloaddition of 1,3,5-triazinanes with donor-acceptor aziridines has been developed, accessing diversely substituted imidazolidines high efficiency. Mechanistic investigations support the formation of imidazolidines through an SN1-like pathway. Furthermore, these imidazolidines exhibit promising anti-tumor activity against a series of human cancer cell lines. (Figure presented.).

Synthesis of α-Amino Tertiary Alkylperoxides by Lewis Acid-Catalyzed Peroxidation of 1,3,5-Triazines

α-Substituted peroxides have been found in natural products and are widely used as anti-malarial agents. Zn(OTf)2-catalyzed peroxidation of 1,3,5-triazines has been developed, accessing diversely substituted α-amino tertiary alkylperoxides with high efficiency. Mechanistic investigations and useful synthetic application of the products have also been presented.

Hexahydro-5H-benzo [d] imidazole-5-ketone derivative and preparation method and application thereof

The invention relates to the field of chemical synthesis, in particular to a hexahydro-5H-benzo [d] imidazole-5-ketone derivative and a preparation method and application thereof. According to the invention, 1, 3, 5-triazinane and quinonamine are used for

Vinylethylene Carbonates as α,β-Unsaturated Aldehyde Surrogates for Regioselective [3 + 3] Cycloaddition

Herein, we report a novel stepwise addition-controlled ring size method, to access tetrahydropyrimidines through an operationally simple [3 + 3] cycloaddition of vinylethylene carbonates with triazinanes. Interestingly, we could also use this method for a [3 + 3] oxidative cycloaddition, which allows the facile synthesis of polysubstituted terphenyls under mild conditions. Mechanistic studies suggest that vinylethylene carbonates could generate α,β-unsaturated aldehydes as 3-carbon synthons for cycloaddition via a combination process of Pd-catalyzed decarboxylation and β-H elimination.

Preparation of spiro[imidazolidine-4,3′-indolin]-2′-imines: Via copper(i)-catalyzed formal [2 + 2 + 1] cycloaddition of 3-diazoindolin-2-imines and triazines

We report a facile and efficient synthesis of spiro[imidazolidine-4,3′-indolin]-2′-imines via a copper(i)-catalyzed cascade reaction of 3-diazoindolin-2-imines with 1,3,5-triazines. The reaction proceeds under very mild conditions and tolerates a variety of functional groups. The cascade process involves the formation of a copper-carbene intermediate and a formal [2 + 2 + 1] cycloaddition.

Aminomethyl Transfer (Mannich) Reactions Between an O-Triethylsilylated Hemiaminal and Anilines, RnC6H5?nNH2 Leading to New Diamines, Triamines, Imines, or 1,3,5-Triazines Dependent upon Substituent R

The reactions of the Mannich reagent Et3SiOCH2NMe2 (1) with a variety of anilines (mono-substituted RC6H4NH2, R=H, 4-CN, 4-NO2, 4-Ph, 4-Me, 4-MeO, 4-Me2N; di-substituted R2C6H3NH2, R2=3,5-(CH3)2, 3,5-(CF3)2; tri-substituted R3C6H2NH2, R3=3,5-Me2-4-Br and a “super bulky” aniline (Ar*NH2) [Ar=2,6-bis(diphenylmethyl)-4-tert-butylphenyl]) led to the formation of a range of products dependent upon the substituent. With electron-withdrawing substituents, previously unknown diamines, RC6H4NH(CH2NMe2) [R=CN (2 a), NO2 (2 b)] and R2C6H3NH(CH2NMe2) [R2=3,5-(CF3)2 (2 c)] were formed. Further reaction of 2 a, b, c with 1 yielded the corresponding triamines RC6H4N(CH2NMe2)2 (R=CN (3 a), NO2 (3 b) and R2C6H3N(CH2NMe2)2, R2=3,5-(CF3)2 (3 c). The new polyamines were characterized by NMR spectroscopy, and for 2 a, 2 c, and 3 c, by single crystal XRD. In the case of electron-donating groups, R=4-OMe, 4-NMe2, 4-Me, 3,5-Me2, 3,5-Me2-4-Br, and for R=4-Ph, the reactions with 1 immediately led to the formation of the related 1,3,5-triazines, R=4-MeO (5 a), 4-Me2N (5 b), 4-Me (5 c), 3,5-Me2 (5 d), 3,5-Me2-4-Br (5 e), 4-Ph (5 f), 4-Cl (5 g). The “super bulky” aniline rapidly produced a single product, namely the corresponding imine Ar*N=CH2 (4) which was also characterized by single crystal XRD. Imine 4 is both thermally and oxidatively stable. All reactions are very fast, thus based upon the presence of Si we are tempted to denote the reactions of 1 as examples of “Silick” chemistry.

Sm-Catalyzed Synthesis and Biological Activity of Acyclic and Cyclic Azadiperoxides

Acyclic diaminodiperoxides and cyclic azadiperoxides are synthesized by the reaction of 1,1-bis-(hydroperoxy)cycloalkanes with formaldehyde and primary arylamines in the presence of Sm-containing catalysts [SmCl3·6H2O, Sm(NO3/s

Facile Access to 3-Unsubstituted Tetrahydroisoquinolonic Acids via the Castagnoli-Cushman Reaction

Hitherto undescribed 3-unsubstituted tetrahydroisoquinolonic acids (isolated as their respective methyl esters) were accessed for the first time by the uncatalyzed, thermally promoted Castagnoli-Cushman reaction (CCR) of homophthalic anhydride (HPA) and a series of 1,3,5-triazinanes. The moderate yields observed in some cases are most likely associated with a persistent impurity also formed in these reactions. The new scaffold is expected to find novel medicinal utility (compared to the traditional CCR adducts) because it lacks a substituent at the 3-position.

Divergent synthesis of N-heterocycles by Pd-catalyzed controllable cyclization of vinylethylene carbonates

Here, we report a palladium-catalyzed controllable cyclization of vinyl ethylene carbonates that proceeds through formal migration [2+3] and [5+2] cycloadditions, respectively, under mild conditions. The transformation described here affords a series of synthetically versatile 5,7-membered N-heterocycles which are found in natural products and pharmaceuticals with biological and medicinal properties.

Synthesis, molecular structure, conformation and biological activity of Ad-substituted N-aryl-tetraoxaspiroalkanes

An efficient method has been developed for the synthesis of 7′-arylspiro{adamantane-[2,3′]-(1′,2′,4′,5′,7′-tetraoxazocanes)} by the ring transformation reaction of spiro{adamantane-[2,3’]-(1′,2′,4′,5′,7′-pentaoxacane)} with arylamines in the presence of S