15619-18-8

Upstream product

• 61827-31-4 1-(1-Cyano-4-tert-butylcyclohexyl)-2-carbomethoxyhydrazine 
• 2228-98-0 4-tert-butylcylohexene 
• 20691-52-5 1-carboxaldehyde-4-(1,1-dimethylethyl)-cyclohexane 
• 83859-38-5 carbomethoxyhydrazone of 4-tert-butylcyclohexanone 
• 143-33-9 sodium cyanide 
• 74-90-8 hydrogen cyanide 
• 33670-05-2 C₁₃H₂₁N₃O₂ 

Downstream Products

• 105906-07-8 1-trans-(4-t-butylcyclohexyl)-acetic acid 

Relevant academic research and scientific papers

OXIDATIVE CONVERSION OF ALIPHATIC ALDEHYDES TO NITRILES USING OXOAMMONIUM SALT

The present invention relates to an oxidative transformation method of aliphatic benzaldehydes to nitriles using NH_4OAc through oxoammonium salts. By using stoichiometric amounts of oxoammonium salts to establish optimal reaction conditions associated with the oxidative conversion of aliphatic benzaldehydes to nitriles, high yields of nitrile can be selectively obtained, and the oxoammonium salts used can be oxidized and reused in a simple method.COPYRIGHT KIPO 2020

Cooperative Palladium/Lewis Acid-Catalyzed Transfer Hydrocyanation of Alkenes and Alkynes Using 1-Methylcyclohexa-2,5-diene-1-carbonitrile

Catalytic transfer hydrocyanation represents a clean and safe alternative to hydrocyanation processes using toxic HCN gas. Such reactions provide access to pharmaceutically important nitrile derivatives starting with alkenes and alkynes. Herein, an efficient and practical cooperative palladium/Lewis acid-catalyzed transfer hydrocyanation of alkenes and alkynes is presented using 1-methylcyclohexa-2,5-diene-1-carbonitrile as a benign and readily available HCN source. A large set of nitrile derivatives (>50 examples) are prepared from both aliphatic and aromatic alkenes with good to excellent anti-Markovnikov selectivity. A range of aliphatic alkenes engage in selective hydrocyanation to provide the corresponding nitriles. The introduced method is useful for chain walking hydrocyanation of internal alkenes to afford terminal nitriles in good regioselectivities. This protocol is also applicable to late-stage modification of bioactive molecules.

Oxoammonium salt-mediated oxidative nitriles synthesis from aldehydes with ammonium acetate

An efficient and scalable route for the synthesis of nitriles was developed by oxoammonium salt (4-acetamido-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate) mediated oxidative conversion of aldehydes with NH4OAc. A variety of aliphatic aldehydes as well as benzaldehydes were converted into the corresponding nitriles in high yields. The nitroxyl radical which is the reduced species of the used oxoammonium salt was recovered by simple acid-base extraction for the recycling.

Stereoselective Protonation of Carbanions, 1. - Diastereoselective Protonation of C-H-Activated Cyclohexane Derivatives

The diastereoselectivity of the kinetically controlled protonation of carbanions derived from 4-tert-butyl-1-X-cyclohexanes (1: X = CN, 2: X = CO2Me, 2-Si: X = C(OMe)OSiMe3, 3: X = COPh, 4: X = SO2Ph) is systematically investigated.By variation of (a) the

Antiprotozoal compounds

1,4-Naphthoquinones of formula (I), methods for their preparation, veterinary formulations thereof, and the use thereof in animal therapy are disclosed. STR1 Particularly preferred compounds of formula (I) are, 2-[trans-(4-t-butylcyclohexyl)methyl]-3-hydroxy-1,4-naphthoquinone, and 2-[trans-(4-t-pentyl cyclohexyl)methyl]3-hydroxy-1,4-naphthoquinone. The compounds are of value as anti-protozoal agents, in particular as anti-theilerial agents.

THE STEREOCHEMISTRY OF METAL CATALYSED HYDROGEN CYANIDE ADDITION TO ALKENES

Reaction of both terminal and cyclic alkenes have been shown to occur in a stereospecifically cis-manner with deuterium cyanide when a catalyst system based on Pd(DIOP)2 was used.Reactions of cyclohexene give only the products of equatorial cyanide incorporation.

The Stereochemistry of Organometallic Compounds. XXII The Stereochemistry of Metal-Catalysed Hydrogen Cyanide Addition to Olefins

Reactions of (E)-3,3-dimethyl(1,2-D2)but-1-ene with hydrogen cyanide and of (E)-3,3-dimethyl(1-D)but-1-ene with deuterium cyanide have been shown to proceed in a completely stereospecific cis fashion when a catalyst system based on Pd(diop)2 was used.Reaction between 4-t-butylcyclohexene and deuterium cyanide with the catalyst system gave only the equatorial nitriles trans-4-t-butylcyclohexane-1-carbonitrile and cis-3-t-butylcyclohexane-1-carbonitrile with cis incorporation of deuterium.Use of a catalyst system based on Ni4 and zinc chloride led to significant amounts of isotopic exchange and rearrangement.These results are compared with those from hydroformylation of the olefins, and the mechanism of hydrocyanation is discussed