39217-12-4

Upstream product

• 613-90-1 benzoyl cyanide 
• 698-69-1 4-chloro-N,N-dimethylaniline 
• 932-96-7 N-methyl(p-chloroaniline) 
• 372-09-8 cyanoacetic acid 
• 773837-37-9 sodium cyanide 
• 6011-14-9 2-aminoacetonitrile hydrochloride 
• 7677-24-9 trimethylsilyl cyanide 
• 68-12-2 N,N-dimethyl-formamide 

Relevant academic research and scientific papers

Seven-coordinated chiral uranyl(VI) salen complex as effective catalyst for C–H bond activation of dialkylanilines under visible light

A new chiral uranyl(VI) complex incorporating a tetradentate salen ligand is reported. The synthesized uranyl complex is studied by microanalyses, spectroscopic and X-ray diffraction studies. The structural studies reveal a slightly distorted pentagonal bipyramid coordination environment around uranyl ion. Interestingly, the uranyl complex was found to be potential visible light active catalyst for C–H bond functionalization of dialkylanilines, and afforded moderate to excellent yield of corresponding α-aminonitriles when exposed to visible light for 8?h in the presence of NaCN and acetic acid as cyanide source, and H2O2as oxidant.

Nano cobalt-copper ferrite catalyzed regioselective α-C(sp3)–H cyanation of amines: Secondary, tertiary, and drug molecules

Oxidative cyanation of sp3C–H bonds at the α position of amines was achieved using CoCuFe2O4 as a catalyst and NaCN as an inexpensive cyanide source at room temperature. CoCuFe2O4 was found to be an active catalyst for Csp [3]-Csp coupling, efficiently delivering valuable α-aminonitriles from tertiary/secondary amines in good yields. The corresponding products were obtained with high selectivity toward α position. In addition, functional group tolerance offered the opportunity for application in late-stage functionalization of biologically active molecules. This transformation proceeds convenient on a gram-scale, and the catalyst can be reused for several runs with consistent catalytic activity.

Iron-catalysed carbene-transfer reactions of diazo acetonitrile

A continuous-flow protocol for the synthesis of diazo acetonitrile was developed. It was further applied in iron-catalysed insertion reactions of diazo acetonitrile into N-H and S-H bonds to yield valuable α-substituted acetonitrile, including gram-scale synthesis.

Copper-catalyzed synthesis of α-amino nitriles through methyl transfer from DMF to aromatic amines

A copper-catalyzed activation of C(sp3)-H bonds of DMF at room temperature was developed, which results in methyl transfer to aromatic amines for efficient synthesis of exceedingly valuable α-amino nitriles. This process features excellent functional group tolerance, a broad substrate scope, and high activity under ambient conditions.

Method for synthesizing alpha-aminonitrile by adopting AIBN as individual cyan source

The invention relates to a method for synthesizing alpha-aminonitrile by adopting AIBN as an individual cyan source. The method comprises the following steps: adding tertiary amine into a container, sequentially adding 2,2'-azodiisobutyronitrile (AIBN), p

Synthesis of α-aminonitriles via a FeSO4-mediated oxidative cyanation of tertiary amines with benzoyl cyanide and molecular oxygen or TBHP

An iron-mediated oxidative cyanation of tertiary amines with benzoyl cyanide and molecular oxygen or TBHP has been achieved. This reaction furnished α-cyanated tertiary amines under mild reaction conditions in good to excellent yields (up to 94%) with gre

Preparation method for alpha-cyanoamine

The invention discloses a preparation method for alpha-cyanoamine. According to the method, the product alpha-cyanoamine is prepared through nucleophilic substitution in a mixed solvent in the presence of an oxidizing agent with an amine compound and cyanoacetic acid as reactants, iodide as a catalyst and sodium acetate as alkali. The catalyst used in the method has high reactivity; reaction conditions are mild; the application scope of a substrate is wide; post-treatment is convenient; the yield of the target product is high; preparation process is simple, green and environment-friendly; and used raw materials are widely available.

Potassium ion cationized polyether cyanide [K+{PEG}CN-] as a novel cyanide source for oxidative cyanation of tertiary amines

Potassium ions cationized polyether cyanide [K+{PEG}CN-] was readily synthesized by mixing potassium cyanide and PEG400 at room temperature and used as a cost effective and comparatively safer alternative to the toxic sodium cyanide/acetic acid system for generating in situ HCN for the oxidative cyanation of tertiary amines with hydrogen peroxide using RuCl3 as catalyst. This method affords a facile approach to the synthesis of α-aminonitriles in high yields under solvent-free and acid-free reaction conditions.

Cyanoacetic Acid as a Masked Electrophile: Transition-Metal-Free Cyanomethylation of Amines and Carboxylic Acids

Using cyanoacetic acid as a masked electrophile, a new cyanomethylation reaction of amines and carboxylic acids was developed, producing a variety of α-aminonitriles and cyanomethyl esters with good yields and excellent functionality tolerance. This protocol features simple manipulation, inexpensive reagents, and a wide substrate scope. Iodoacetonitrile was generated in situ from the iodination-decarboxylation of cyanoacetic acid in this transformation.

Cobalt-Catalyzed oxidative α-cyanation of tertiary aromatic amines with trimethylsilyl cyanide and tert -butyl hydroperoxide

In this Letter is described that a cobalt(II)-tert-butyl hydroperoxide oxidizing system was used to catalyze the α-cyanation of aromatic tertiary amines in the presence of trimethylsilyl cyanide to produce the corresponding α-aminonitriles in good yields. Georg Thieme Verlag Stuttgart. New York.