4513-77-3

Usage

Uses

Used in Pharmaceutical Synthesis:
2-OXOCYCLOHEXANECARBONITRILE is utilized as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure and reactivity make it a valuable component in the development of new drugs, contributing to the advancement of medical treatments.
Used in Agrochemical Production:
In the agrochemical industry, 2-OXOCYCLOHEXANECARBONITRILE serves as a crucial building block for the creation of pesticides and other agricultural chemicals. Its role in this sector is instrumental in enhancing crop protection and improving agricultural yields.
Used as a Reagent in Organic Chemistry:
2-OXOCYCLOHEXANECARBONITRILE is employed as a reagent in organic chemistry reactions, particularly for the formation of cyclic compounds. Its ability to participate in a variety of chemical transformations makes it a valuable tool for researchers and chemists in the field of organic synthesis.
Used in Material Science:
2-OXOCYCLOHEXANECARBONITRILE has potential applications in material science, where its unique properties can be harnessed to develop new materials with specific characteristics. This can lead to innovations in areas such as polymers, coatings, and advanced materials for various industries.

InChI:InChI=1/C7H9NO/c8-5-6-3-1-2-4-7(6)9/h6H,1-4H2

Upstream product

• 1056477-06-5 2-bromocyclohexanone 
• 143-33-9 sodium cyanide 
• 15344-39-5 1,2-epoxy-cyclohexanecarbonitrile 
• 64-17-5 ethanol 
• 141-52-6 sodium ethanolate 
• 151-50-8 potassium cyanide 
• 1125-99-1 1-(1-Cyclohexen-1-yl)pyrrolidine 
• 506-77-4 cyanogen chloride 
• 89585-63-7 2-chloro-1-hydroxy-cyclohexanecarbonitrile 
• 1193-63-1 Cyclohexanone-2-carbaldehyde 
• 822-87-7 2-Chlorocyclohexanone 
• 5626-82-4 4,5,6,7-tetrahydro-benzo[d]isoxazole 
• 90005-77-9 4,5,6,7-tetrahydrobenzo[d]isoxazole-3-carboxylic acid 
• 342614-31-7 1-Cyan-2-imino-cyclohexan 

Downstream Products

• 91339-41-2 2-isobutoxy-cyclohex-1-enecarbonitrile 
• 111-16-0 heptanedioic acid 
• 13054-47-2 4,5,6,7-tetrahydro-benzo[c]isoxazol-3-ylamine 
• 6968-26-9 7-oxo-hexahydro-azepine-2-carbonitrile 
• 124-04-9 Adipic acid 
• 118950-97-3 Hexan-6-lactam-6-carboxamid 
• 15595-71-8 2-aminocyclohex-1-enecarbonitrile 
• 42009-80-3 2-hydroxyimino-cyclohexanecarbonitrile 
• 861316-16-7 2-amino-2-hydroxy-cyclohexanecarbonitrile 
• 3722-44-9 3-hydroxy-7,8,9,10-tetrahydrobenzo[c]chromen-6-one 
• 41832-26-2 2-(3-phenyl-isoxazol-5-yl)-4,5,6,7-tetrahydro-2H-indazol-3-ylamine 
• 98815-41-9 2-(α-aminobenzylidene)-cyclohexanone 
• 18776-31-3 6-Brom-2-cyan-1-hydroxy-cyclohexen 
• 57090-86-5 2-tert-Butylamino-1-cyclohexen-1-carbonitril 

Relevant academic research and scientific papers

Synthesis and olfactory evaluation of (4afl*,8afl*)-1,1,8a- trimethyl- Decahydronaphthalen-4a-ol: A cis -decalol intersection structure of (-)-patchoulol and (5fl*,6S*)-1,1,6-trimethylspiro[4.5]decan-6-ol

Superposition analysis of (-)-patchoulol (1) and the spi- rocyclic patchouli odorant (5R*,6S*)-1,1,6-trmiethylspiro[4.5]de- can-6-ol (3) suggested the intersection structure (4a5*,8a5*)- 1,1,8a-trimethyldecahydronaphthalen-4a-ol (4) as potential patchouli

Generation and trapping of electron-deficient 1,2-cyclohexadienes. Unexpected hetero-Diels-Alder reactivity

Keto-substituted 1,2-cyclohexadienes were generated by base-mediated (KOt-Bu) elimination, and found to dimerize via an unprecedented formal hetero-Diels-Alder process, followed by hydration. These highly reactive cyclic allene intermediates were also tra

5-(Cyano)dibenzothiophenium Triflate: A Sulfur-Based Reagent for Electrophilic Cyanation and Cyanocyclizations

The synthesis of 5-(cyano)dibenzothiophenium triflate 9, prepared by activation of dibenzo[b,d]thiophene-5-oxide with Tf2O and subsequent reaction with TMSCN is reported, and its reactivity as electrophilic cyanation reagent evaluated. The scalable preparation, easy handling and broad substrate scope of the electrophilic cyanation promoted by 9, which includes amines, thiols, silyl enol ethers, alkenes, electron rich (hetero)arenes and polyaromatic hydrocarbons, illustrate the synthetic potential of this reagent. Importantly, Lewis acid activation of the reagent is not required for the transfer process. We additionally report herein biomimetic cyanocyclization cascade reactions, which are not promoted by typical electrophilic cyanation reagents, demonstrating the superior ability of 9 to trigger challenging transformations.

SUBSTITUTED IMIDAZOLIUM SULFURANES AND THEIR USE

The present invention refers to substituted imidazolium sulfuranes, the use thereof for the transfer of a -CN group or an alkyne group.

Dihalo(imidazolium)sulfuranes: A Versatile Platform for the Synthesis of New Electrophilic Group-Transfer Reagents

The syntheses of imidazolium thiocyanates and imidazolium thioalkynes from dihalo(imidazolium) sulfuranes are reported and their reactivities as CN+ and R-CC+ synthons evaluated, respectively. The easy and scalable preparation of these electrophilic reagents, their operationally simple handling, broad substrate scope, and functional group tolerance clearly illustrate the potential of these species to become a reference for the direct electrophilic cyanation and alkynylation of organic substrates.

Cytochrome P450 catalyzed oxidative hydroxylation of achiral organic compounds with simultaneous creation of two chirality centers in a single C-H activation step

Regio- and stereoselective oxidative hydroxylation of achiral or chiral organic compounds mediated by synthetic reagents, catalysts, or enzymes generally leads to the formation of one new chiral center that appears in the respective enantiomeric or diastereomeric alcohols. By contrast, when subjecting appropriate achiral compounds to this type of C-H activation, the simultaneous creation of two chiral centers with a defined relative and absolute configuration may result, provided that control of the regio-, diastereo-, and enantioselectivity is ensured. The present study demonstrates that such control is possible by using wild type or mutant forms of the monooxygenase cytochrome P450 BM3 as catalysts in the oxidative hydroxylation of methylcyclohexane and seven other monosubstituted cyclohexane derivatives.

An Alternative to the Classical α-Arylation: The Transfer of an Intact 2-Iodoaryl from ArI(O2CCF3)2

The α-arylation of carbonyl compounds is generally accomplished under basic conditions, both under metal catalysis and via aryl transfer from the diaryl λ3-iodanes. Here, we describe an alternative metal-free α-arylation using ArI(O2CCF3)2 as the source of a 2-iodoaryl group. The reaction is applicable to activated ketones, such as α-cyanoketones, and works with substituted aryliodanes. This formal C-H functionalization reaction is thought to proceed through a [3,3] rearrangement of an iodonium enolate. The final α-(2-iodoaryl)ketones are versatile synthetic building blocks.

A new and facile synthesis of methyl 3-amino-4,5,6,7-tetrahydrobenzo[b] thiophene-2-carboxylate

A four-step synthesis of methyl 3-amino-4,5,6,7-tetrahydrobenzo[b] thiophene-2-carboxylate from commercially available starting materials is presented.

An approach to azabicyclo[ n.3.1]alkanes by double mannich reaction

Chlorotrimethylsilane-promoted double Mannich annulation of ketones using N,N-bis(methoxymethyl)benzylamine has been explored. It has been shown that the structure of the substrate drastically influenced the outcome of the reaction. The method allows azabicyclo[n.3.1]alkane derivatives (n=2-5) to be obtained in good yields. Georg Thieme Verlag Stuttgart New York.

A modified Robinson annulation process to α,α-disubstituted-β,γ-unsaturated cyclohexanone system. Application to the total synthesis of nanaimoal

4-Cyano-2-cyclohexenones were found to be susceptible to reductive alkylation reactions, giving the corresponding 2,2-disubstituted-3-cyclohexenone derivatives in a completely regioselective manner. This newly developed methodology has been successfully applied towards the total synthesis, in racemic form, of the marine natural product nanaimoal.