13125-52-5

Upstream product

• 66661-81-2 4-Dimethylhydrazono-1-phenyl-2-buten-1-on 
• 19159-39-8 phenylglyoxal dimethylacetal 
• 3306-07-8 1-benzoyl-2-chloroethene 
• 83144-17-6 Acetic acid (E)-3-cyano-1-phenyl-allyl ester 
• 143056-88-6 Acetic acid 1-cyano-3-oxo-3-phenyl-propyl ester 
• 79265-03-5 Acetic acid (E)-1-cyano-3-phenyl-allyl ester 
• 7677-24-9 trimethylsilyl cyanide 
• 1131-80-2 (E)-3-(N,N-dimethylamino)-1-phenyl-2-propen-1-one 
• 75-86-5 2-hydroxy-2-methylpropanenitrile 
• 3623-15-2 phenyl propargyl ketone 
• 100-52-7 benzaldehyde 
• 1201-93-0 1-phenyl-3-dimethylaminoprop-2-enone 
• 143056-85-3 Acetic acid 1-cyano-3,3-dimethoxy-3-phenyl-propyl ester 
• 79311-09-4 essigsaeure-<(E)-1-cyano-3-phenyl-2-propenyl>ester 

Downstream Products

• 100957-47-9 4-oxo-4-phenyl-2-piperidino-butyronitrile 
• 101938-57-2 2-morpholino-4-oxo-4-phenyl-butyronitrile 
• 59838-67-4 7,7-dimethyl-5-oxo-2-phenyl-5,6,7,8-tetrahydroquinoline 
• 92855-45-3 4-Oxo-4-phenyl-2-phenylmercapto-butyronitril 
• 102543-40-8 (+/-)-trans-12-benzoyl-9,10-dihydro-9,10-ethano-anthracene-11-carbonitrile 
• 15806-71-0 (2Z)-4-oxo-4-phenylbut-2-enenitrile 
• 2051-95-8 succinylbenzene 
• 5343-98-6 4-oxo-4-phenylbutanenitrile 

Relevant academic research and scientific papers

Metal-free enaminone C-N bond cyanation for the stereoselective synthesis of (E)- And (Z)-β-cyano enones

A highly practical method for C-CN bond formation by C-N bond cleavage on enaminones leading to the efficient synthesis of β-cyano enones is developed. The reactions take place efficiently to provide (E)-β-cyano enones with only a molecular iodine catalyst. In addition, the additional employment of oxalic acid enables the selective synthesis of (Z)-β-cyano enones.

Mild Darzens Annulations for the Assembly of Trifluoromethylthiolated (SCF3) Aziridine and Cyclopropane Structures

We report mild new annulation approaches to trisubstituted trifluoromethylthiolated (SCF3) aziridines and cyclopropanes via Darzens inspired protocols. The products of these anionic annulations, rarely studied previously, possess attractive features rendering them valuable building blocks for synthesis platforms. In this study, trisubstituted acetophenone nucleophiles bearing SCF3 and bromine substituents in their α position were shown to undergo [2 + 1] annulations with vinyl ketones and tosyl-protected imines under mild reaction conditions.

Tunable Trifunctionalization of Tertiary Enaminones for the Regioselective and Metal-Free Synthesis of Discrete and Proximal Phosphoryl Nitriles

This paper reports an unprecedented trifunctionalization of tertiary enaminones for the synthesis phosphoryl nitriles by the reactions of enaminones with diarylphosphine oxides and trimethylsilyl cyanide (TMSCN) without the use of any metal reagent. Emplo

Catalytic Hydrocyanation of Activated Terminal Alkynes

A universal, practical and scalable organocatalytic hydrocyanation manifold to provide β-substituted acrylonitriles bearing an electron-withdrawing functionality has been implemented. The catalytic manifold operates under the reactivity generation principle “a good nucleophile generates a strong base”, and it uses 1,4-diazabicyclo[2.2.2]octane (DABCO) as the catalyst, activated terminal alkynes as substrates and acetone cyanohydrin as the cyanide source. The acrylonitriles obtained as E,Z mixtures are straightforwardly resolved by simple flash chromatography delivering the pure isomers in preparative amounts.

Metal free electrophilic fluoro-cyclization of unsaturated N-hydroxy- and N-acetoxyamides with N-F reagents

Metal-free electrophilic fluoro-cyclizations of the respective unsaturated N-hydroxy- and N-acetoxy-amides under action of the 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2 2 2]octane bis(tetrafluoroborate) (F-TEDA-BF4; trade name Selectfluor)

Preparation of imino lactones by electrophilic cyclization of β,γ-unsaturated hydroxamates: Formation of 3-cyanoprop-2-en-1-ones through fragmentation reactions

Treatment of γ-disubstituted β,γ-unsaturated hydroxamates with bis(collidine)bromine(I) hexafluorophosphate led mainly to the formation of cyclic bromo imidates - the thermodynamic products. Unsaturated cyclic imidates were then obtained by treatment with

Palladium(II)-catalyzed acetalization of allylic acetates and its utilization for the synthesis of 2-cyanovinyl ketones

α-Cyanoallyl acetate (1 a), when treated with methanol in the presence of bis(acetonitrile)dichloropalladium(II) catalyst, is acetalized at the terminal olefinic carbon to give 1-cyano-3,3-dimethoxypropyl acetate (2). γ-Substituted α-cyanoallyl acetates give 3-substituted 1-cyano-3-oxo-propyl acetates 5 from which 2-cyanovinyl ketones 11 are obtained in good yields.