30932-40-2

Upstream product

• 530-48-3 1,1-Diphenylethylene 
• 624-75-9 iodoacetonitrile 
• 75-05-8 acetonitrile 
• 119-61-9 benzophenone 
• 7677-24-9 trimethylsilyl cyanide 
• 3923-51-1 1,1-diphenylprop-2-en-1-ol 
• 22364-43-8 2-(prop-1-en-2-yl)-1,1'-biphenyl 
• 590-17-0 cyanomethyl bromide 
• 537014-91-8 2-(1-acetoxy-3-oxo-1,3-dihydro-1λ³-benzo[d][1,2]iodazol-2-yl)-propionic acid methyl ester 

Relevant academic research and scientific papers

Synthesis of 4-cyanoethylated benzoxazines by visible-light-promoted radical oxycyanomethylation of olefinic amides with bromoacetonitrile

A facile and efficient protocol for the visible-light-promoted radical oxycyanomethylation of olefinic amides with bromoacetonitrile has been developed, affording a series of 4-cyanoethylated benzoxazine derivatives in moderate to excellent yields. The re

Palladium-Catalyzed Cyclization of Alkenes with Organohalides

(Chemical Equation Presented) A palladium-catalyzed tandem C-Br/C-H functionalization and cyclization of alkenes with organohalides is reported. This reaction provides an operationally simple method for the synthesis of various fluorene, pyrroloindole, an

Visible-Light-Triggered Cyanoalkylation of para-Quinone Methides and Its Application to the Synthesis of GPR40 Agonists

Cyanoalkylated diarylmethanes with biological and pharmacological potentials were synthesized from para-quinone methides and cyanoalkylating reagents through a photocatalytic process. This protocol is operationally simple and mild and has high efficiency,

Radical Addition/Insertion/Cyclization Cascade Reaction to Assemble Phenanthridines from N-Arylacrylamide Using Cyano as a Bridge under Photoredox Catalysis

A radical addition/nitrile insertion/homolytic aromatic substitution (HAS) cascade reaction to prepare 6-quaternary alkylated phenanthridines was developed. The addition of the active methylene radicals which were generated from 2-bromoacetonitrile, ethyl 2-bromoacetate, 2-bromo-N,N-dimethylacetamide, or 2-bromo-1-phenylethan-1-one to carbon-carbon double bonds of N-arylacrylamides followed by the cyano-participating sequential cyclization produced a series of phenanthridines in moderate to good yields under photoredox catalysis.

Redox-neutral photocatalytic cyanomethylation/cyclization cascade of olefinic amides: Access to cyanomethylated benzoxazines

A visible-light-induced photocatalytic cyanomethyl radical addition/intramolecular cyclization cascade reaction of olefinic amides has been developed under mild conditions. This reaction provides a novel method for the synthesis of various cyanomethyl-con

Deaminative (Carbonylative) Alkyl-Heck-type Reactions Enabled by Photocatalytic C?N Bond Activation

The palladium-catalyzed Heck reaction is a well-known, Nobel Prize winning transformation for producing alkenes. Unlike the alkenyl and aryl variants of the Heck reaction, the alkyl-Heck reaction is still underdeveloped owing to the competitive side reactions of alkyl–palladium species. Herein, we describe the development of a deaminative alkyl-Heck-type reaction that proceeds through C?N bond activation by visible-light photoredox catalysis. A variety of aliphatic primary amines were found to be efficient starting materials for this new process, affording the corresponding alkene products in good yields under mild reaction conditions. Moreover, this strategy was successfully applied to deaminative carbonylative alkyl-Heck-type reactions.

Rapid and Simple Access to α-(Hetero)arylacetonitriles from Gem-Difluoroalkenes

A scalable cyanation of gem-difluoroalkenes to (hetero)arylacetonitrile derivatives was developed. This strategy features mild reaction conditions, excellent yields, wide substrate scope, and broad functional group tolerance. Significantly, in this reacti

Photo-Promoted Decarboxylative Alkylation of α, β-Unsaturated Carboxylic Acids with ICH2CN for the Synthesis of β, γ-Unsaturated Nitriles

An efficient, catalyst/photocatalyst-free, and cost-effective methodology for the decarboxylative alkylation of α,β-unsaturated carboxylic acids to synthesize β,γ-unsaturated nitriles has been developed. The reaction proceeded in an environmentally benign atmosphere of blue light-emitting diode irradiation with K2CO3 and water at room temperature. The methodology worked for a wide range of substrates (22 examples) with up to 83% yield. The protocol is also compatible for gram-scale synthesis.

Photoinduced α-Alkenylation of Katritzky Salts: Synthesis of β,?-Unsaturated Esters

?,?-Unsaturated esters are building blocks in biologically important compounds, pharmaceuticals, and natural products. Because the current synthetic methods often require transition-metal catalysts or lack general variants, we herein describe a simple NaI-involved photoinduced deaminative alkenylation for their synthesis in the absence of photocatalysts and additives. The density functional theory study unveils that the electrostatic interaction of NaI with Katritzky salts is the key to forming the photoactive electron donor-acceptor complex, thus leading to the alkyl radicals for the alkenylation.

Cu-catalyzed cyanomethylation of imines and α,β-alkenes with acetonitrile and its derivatives

We describe copper-catalyzed cyanomethylation of imines and α,β-alkenes with a methylnitrile source and provide an efficient route to synthesize arylacrylonitriles and β,γ-unsaturated nitriles. This method tolerates aliphatic and aromatic alkenes substituted with a variety of functional groups such as F, Cl, Br, Me, OMe,tert-Bu, NO2, NH2and CO2H with good to excellent yields (69-98%). These systems consist of inexpensive, simple copper catalyst and acetonitrile with its derivatives (α-bromo/α-iodo-acetonitrile) and are highly applicable in the industrial production of acrylonitriles.