93431-41-5

Upstream product

• 19158-51-1 P-toluenesulfonyl cyanide 
• 101767-94-6 1-<(4-methylphenyl)sulfonyl>-4-piperidinol 4-methylbenzenesulfonate ester 
• 2942-58-7 diethyl cyanophosphonate 
• 289890-80-8 4-iodo-1-[(4-methylphenyl)sulfonyl]piperidine 
• 557-21-1 zinc(II) cyanide 
• 80213-12-3 1-[(4-methylbenzene)-sulfonyl]-4-piperidinol 
• 41979-39-9 4-piperidone hydrochloride 
• 98-59-9 p-toluenesulfonyl chloride 
• 54288-70-9 4-bromopiperidine hydrobromide 
• 5382-18-3 4-chloro piperidine 
• 347885-68-1 4-bromo-1-tosylpiperidine 
• 33439-27-9 N-tosyl-4-piperidone 

Downstream Products

• 147636-36-0 1-[(4-methylphenyl)sulfonyl]piperidine-4-carboxylic acid 

Relevant academic research and scientific papers

Nickel-Catalyzed Cyanation of Unactivated Alkyl Sulfonates with Zn(CN)2

Cyanation of unactivated primary and secondary alkyl mesylates with Zn(CN)2 catalyzed by nickel has been developed. The reaction provides an efficient route for the synthesis of alkyl nitriles with wide substrate scope, good functional group tolerance, and compatibility with heterocyclic compounds. Mechanistic studies indicate that alkyl iodide generated in situ serves as the reactive intermediate and the gradual release of alkyl iodide is crucial for the success of the reaction.

Preparation method of alkyl nitrile compound

The invention discloses a preparation method of an alkyl nitrile compound shown as formula I. The preparation method comprises the following step: in a solvent, in the presence of an additive and a catalyst, Zn (CN) 2 and an alkyl halide shown as formula II are subjected to a coupling reaction as shown in the specification to obtain the alkyl nitrile compound as shown in the formula I, wherein theadditive comprises an alkali, the catalyst comprises a nickel compound and a phosphine ligand; the nickel compound is one or more of zero-valent nickel, monovalent nickel salt and divalent nickel salt; when the nickel compound contains zero-valent nickel or divalent nickel salt, the catalyst further comprises a reducing agent. According to the preparation method disclosed by the invention, cyanation of an alkyl halide can be simply, conveniently and efficiently realized by using a cheap catalytic system, and the preparation method also has good functional group compatibility and substrate universality.

Deboronative cyanation of potassium alkyltrifluoroborates: Via photoredox catalysis

A photoredox catalytic method was developed for the direct cyanation of alkyltrifluoroborates. This reaction provides a new and useful transformation of the easily available alkyltrifluoroborates. The photocatalytic reaction can tolerate a variety of functional groups with mild reaction conditions. Mechanistic investigations are consistent with the present reaction following a radical pathway.

Radical cyanation of alkyl iodides with diethylphosphoryl cyanide

The β-elimination of an organophosphoryl group from an iminyl radical is observed for the first time. On the basis of this finding, radical cyanation of alkyl iodides is achieved by using diethylphosphoryl cyanide. Georg Thieme Verlag Stuttgart.

Nitrilase-catalyzed enantioselective synthesis of pyrrolidine- And piperidinecarboxylic acids

The enantioselective synthesis of the nonproteinogenic amino acids β-proline and nipecotic acids from their readily available nitriles is achieved in high enantiomeric excess by commercially available nitrilases. The presented procedure comprises not more than 4 steps, thus considerably reducing the multiple steps generally required. Amide formation is also observed for specific heterocyclic nitriles.

Tin-free radical-mediated C-C-bond formations with alkyl allyl sulfones as radical precursors

Primary alkyl radicals are generated highly efficiently and reliably from alkyl allyl sulfone precursors. The latter are effective in tin-free radical C-C-bond formations, including cyanation, vinylation, and allylation (see scheme; V-40 = 1,1′-azobis(cyc

Cyano Phosphate: An Efficient Intermediate for the Chemoselective Conversion of Carbonyl Compounds to Nitriles

Cyanohydrin diethyl phosphates, readily obtained from various ketones and aldehydes by reaction with diethyl phosphorocyanidate and lithium cyanide, reacted chemoselectively with samarium(II) iodide in THF to give the corresponding nitriles in excellent yields.This method was also found applicable to α,β-unsaturated carbonyl compounds via cyano phosphates to give β,γ-unsaturated nitriles, not obtainable by standard methods, without isomerization of the double bonds.