14636-27-2

Upstream product

• 132017-75-5 5-Bromo-6,6-diphenyl-hex-5-enenitrile 
• 85375-38-8 (5-bromopent-1-ene-1,1-diyl)dibenzene 
• 143-33-9 sodium cyanide 
• 4509-90-4 5-bromovaleroyl chloride 
• 100-58-3 phenylmagnesium bromide 
• 530-48-3 1,1-Diphenylethylene 
• 5332-06-9 4-bromobutanenitrile 
• 15796-89-1 N-methyl-N-phenylmethacrylamide 

Downstream Products

• 14636-28-3 6,6-diphenyl hex-5-enoic acid 
• 181580-91-6 3-methoxy-8,8-diphenyl-7-octenoic acid 
• 181580-93-8 2,3-dimethoxy-8,8-diphenyl-7-octenoic acid 
• 181580-87-0 3-Methoxy-8,8-diphenyl-oct-7-enoic acid 2-thioxo-2H-pyridin-1-yl ester 
• 181580-89-2 2,3-Dimethoxy-8,8-diphenyl-oct-7-enoic acid 2-thioxo-2H-pyridin-1-yl ester 
• 211918-55-7 6,6-diphenyl-hex-5-enylamine 

Relevant academic research and scientific papers

Iron-Catalyzed Three-Component Cyanoalkylsulfonylation of 2,3-Allenoic Acids, Sulfur Dioxide, and Cycloketone Oxime Esters: Access to Cyanoalkylsulfonylated Butenolides

An iron-catalyzed three-component cyanoalkylsulfonylation of 2,3-allenoic acids, K2S2O5, and the ring-opening of cyclobutanone oxime esters is described. The radical tandem cyclization route allows access to diverse cyanoa

Copper-Catalyzed Radical Aryl Migration Approach for the Preparation of Cyanoalkylsulfonylated Oxindoles/Cyanoalkyl Amides

A copper-catalyzed radical cross-coupling of oxime esters and activated alkenes is accomplished for the synthesis of cyanoalkylsulfonylated oxindoles and cyanoalkyl amides via an aryl migration strategy. Specifically, the subsequent mechanism research indicates that the unique desulfonylation and sulfone addition processes were involved in the transformation. This transformation is identified as having good functional group applicability with two different quaternary stereocenter in a regioselective manner, which is controlled by the substituent group of the nitrogen.

Visible-light photoredox-catalyzed dual C-C bond cleavage: Synthesis of 2-cyanoalkylsulfonylated 3,4-dihydronaphthalenes through the insertion of sulfur dioxide

An efficient novel visible-light photoredox-catalyzed dual carbon-carbon bond cleavage of methylenecyclopropanes and cycloketone oximes for the synthesis of 2-cyanoalkylsulfonated 3,4-dihydronaphthalenes through the insertion of sulfur dioxide is established. This dual cleavage of carbon-carbon bonds involves a radical pathway and goes through a sequence of iminyl radical formation, carbon-carbon bond cleavage, sulfur dioxide insertion, sulfonyl radical addition, another carbon-carbon bond cleavage, and intramolecular cyclization.

Visible-light-mediated cascade cyanoalkylsulfonylation/cyclization of alkynoates leading to coumarinsviaSO2insertion

A visible-light-mediated tandem cyanoalkylsulfonylation/cyclization of alkynoates with cycloketone oxime compounds for the preparation of 3-cyanoalkylsulfonylcoumarinsviaSO2insertion is reported. The difunctionalization of carbon-carbon triple bonds includes a radical mechanism and involves the formation of an iminyl radical, ring-opening of the cycloketone, insertion of SO2, addition of the sulfonyl radical to carbon-carbon triple bonds,ipso-cyclization and ester migration.

O-Perfluoropyridin-4-yl Oximes: Iminyl Radical Precursors for Photo-or Thermal-Induced N-O Cleavage in C(sp2)-C(sp3) Bond Formation

O-Perfluoropyridin-4-yl group was first installed onto cycloketone oximes as a new electrophore, which was proven to be efficient iminyl radical precursors under photocatalytic and thermal conditions. A range of O-perfluoropyridin-4-yl oximes were successfully utilized in C(sp2)-C(sp3) bond formations of quinoxalin-2(1H)-ones and alkenes, providing facile accesses to a range of functionalized alkylnitriles.

Iron-Mediated Cyanoalkylsulfonylation/Arylation of Active Alkenes with Cycloketone Oxime Derivatives via Sulfur Dioxide Insertion

Iron-mediated radical cyanoalkylsulfonylation/arylation of active olefins with cycloketone oxime derivatives via cleavage of C?C single bond and insertion of SO2 is developed for the preparation of cyanoalkylsulfonylated oxindoles. This difunctionalization of carbon?carbon double bond via a radical pathway involves cyclobutanone oxime ester fragmentation, sulfonyl radical generation and radical addition/5-exo cyclization. The methodology displays good functional group tolerance and does not require any external bases or oxidants. (Figure presented.).

Iminyl-Radical-Promoted C-C Bond Cleavage/Heck-Like Coupling via Dual Cobaloxime and Photoredox Catalysis

We report herein an unprecedented protocol for radical-olefin coupling of α-imino-oxy acids and alkenes for the synthesis of alkene-containing nitriles via synergistic photoredox and cobaloxime catalysis. With visible-light irradiation, the transformation

Photoinduced efficient synthesis of cyanoalkylsulfonylated oxindolesviasulfur dioxide insertion

A visible-light-promoted radical cascade reaction ofN-arylacrylamide and cyclobutanone oxime esters with sulfur dioxide insertion is established. Mainly through the exploration of the visible light wavelength, it is found that the light source has a certain influence on the formation of cyanoalkylsulfonylated oxindoles, furnishing a range of sulfones in good to excellent yields. This protocol presents good functional group compatibility and does not require transition metals, photosensitizers, external bases, or oxidants.

Visible-Light-Promoted Selenocyanation of Cyclobutanone Oxime Esters Using Potassium Selenocyanate

We report the visible-light-promoted selenocyanation of cyclobutanone oxime esters using potassium selenocyanate in the presence of a fac-Ir(ppy)3 catalyst for the first time. Because of the mild conditions employed and use of readily accessible potassium selenocyanate, this method is an effective and green strategy for the synthesis of cyano and selenocyano bifunctional substituted alkanes.

Visible-Light-Induced Multicomponent Cascade Cycloaddition of N-Propargyl Aromatic Amines, Cyclobutanone Oxime Esters, and K2S2O5: Access to Cyanoalkylsulfonylated Quinolines

A visible-light-induced cascade cyanoalkylsulfonylation/cyclization/aromatization of N-propargyl aromatic amines with K2S2O5 and cyclobutanone oxime esters for the construction of cyanoalkylsulfonylated quinolines is developed. This cascade transformation features mild reaction conditions, a broad substrate scope, and excellent functional group compatibility, providing a convenient route toward cyanoalkylsulfonylated quinolines via the formation of a C-C bond and two C-S bonds in one step.