13031-13-5

Upstream product

• 67-56-1 methanol 
• 6639-43-6 2,2,2-triphenylacetonitrile 
• 4242-46-0 1-cyanobenzyl benzoate 
• 128720-14-9 (4-methylphenyl)diphenylacetonitrile 
• 7719-09-7 thionyl chloride 
• 7476-63-3 (+/-)-2-methoxy-2-phenylacetamide 
• 104172-74-9 7-methoxybicyclo<2.2.1>hepta-2,5-diene-7-carbonitrile 
• 100-52-7 benzaldehyde 
• 53669-50-4 phenylcyanonitromethane potassium nitronate 
• 140-29-4 phenylacetonitrile 
• 7677-24-9 trimethylsilyl cyanide 
• 3757-88-8 tributylstannylethynylbenzene 
• 2170-06-1 1-Phenyl-2-(trimethylsilyl)acetylene 
• 538-86-3 benzyl methyl ether 

Downstream Products

• 3524-62-7 benzoin monomethyl ether 
• 613-90-1 benzoyl cyanide 
• 119990-10-2 meso-2,3-Dimethoxy-2,3-diphenylsuccinonitrile 
• 61502-57-6 D,L-2,3-Dimethoxy-2,3-diphenylsuccinonitrile 
• 99967-39-2 bromomethoxyphenylacetonitrile 
• 87732-38-5 α-cyano-α-methoxybenzyl radical 
• 111042-12-7 α-Methoxyphenylacetamidoxime 
• 7599-05-5 4-nitrophenylphenylcyanomethane 
• 1733-63-7 1,2,2-triphenylethan-1-one 
• 1360608-44-1 α-(3-chloro-4-hydroxyphenyl)-α-methoxy-α-phenylacetonitrile 
• 1360608-46-3 α-methoxy-α-(2-nitrophenyl)-α-phenylacetonitrile 

Relevant academic research and scientific papers

Nucleophilic Addition of Alkanenitriles to Aldehydes via N -Silyl Ketene Imines Generated in Situ

Upon treatment with triisopropylsilyl trifluoromethanesulfonate and 2,2,6,6-tetramethylpiperidine, alkanenitriles undergo direct addition to aldehydes under mild non-basic neutral conditions to provide triisopropylsilyl ethers of β-hydroxy nitriles in goo

A Sterically Congested α-Cyanoamine as a Cyanating Reagent: Cyanation of Acetals and Orthoesters

The cyanation of acetals and orthoesters by using a sterically congested α-cyanoamine as a cyanating reagent was investigated. The α-cyanoamine effectively facilitated cyanation in the presence of trichlorosilyl triflate to produce a variety of cyanated adducts in excellent yields. Analysis of the reaction mixture by 1H NMR spectroscopy revealed that trichlorosilyl triflate produced an oxocarbenium cation species as an intermediate.

DDQ-mediated Direct C(sp3)-H Cyanation of Benzyl Ethers and 1,3-Diarylpropenes under Solvent- and Metal-free Conditions

A direct cyanation of benzyl ethers and 1,3-diarylpropenes with TMSCN was performed under solvent- and metal-free conditions. This oxidative cross dehydrative coupling (CDC) reaction was promoted by 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) and provided rapid access to a broad range of nitriles in good to excellent yields.

Formation and in situ reactions of hypervalent iodonium alkynyl triflates to form cyanocarbenes

The conversion of readily available silylalkynes, iodobenzene diacetate, and azide anions was utilized to form and react cyanocarbenes. A copper(ii)-catalyzed reaction was found to react in a different manner. Both of these methods benefit from the formation and in situ reaction of hypervalent iodonium alkynyl triflates in O-H insertion reactions. This journal is

Reactions of hypervalent iodonium alkynyl triflates with azides: Generation of cyanocarbenes

HIAT me, baby, one more time: Cyanocarbenes have been formed by the reaction of azides with hypervalent iodonium alkynyl triflates (HIATs). Experimental evidence supports the potential intermediacy of an azide-substituted vinylidene or alkynyl azide, both of which could form a cyanocarbene. Trapping of the vinylidene and cyanocarbene includes O-H insertion, dimethyl sulfoxide coordination, and cyclopropanation reactions. Copyright

Reaction of acetals with various carbon nucleophiles under non-acidic conditions: C-C bond formation via a pyridinium-type salt

Mild substitution reactions of acetals with carbon nucleophiles via the pyridinium-type salts generated by the treatment of acetals with TESOTf-2,4,6-collidine or 2,2′-bipyridyl have been developed. Various carbon nucleophiles, such as organocuprates, sil

Photogeneration and reactivity of acyl nitroso compounds

Acyl nitroso compounds have been generated by photolysis of several different classes of precursors including 9,10-dimethylanthracene adducts, nitrodiazo compounds, and 1,2,4-oxadiazole-4-oxides. Consideration of the nitronate-like resonance structure of nitrodiazo compounds led to an examination of the photochemistry of nitronates with -leaving groups. Photolysis of such nitronates has been shown to generate an acyl nitroso species along with a carbene intermediate. Nanosecond time-resolved infrared (TRIR) spectroscopy has been used to detect photogenerated acyl nitroso compounds directly and to examine their reaction kinetics with amines and thiols. The mechanism of acyl nitroso aminolysis by primary amines involves general base catalysis, while the mechanism of aminolysis by secondary amines is strictly bimolecular. Thiols do not seem to be reactive with acyl nitroso compounds on the microsecond time scale, but thiolates are quite reactive. The reaction between benzoyl nitroside and an organic-soluble thiolate, tetrabutylammonium dodecanethiolate, proceeds via a proposed tetrahedral intermediate, which is observable by TRIR spectroscopy.

Enantiomerically pure α-methoxyaryl acetaldehydes as versatile precursors: a facile chemo-enzymatic methodology for their preparation

A facile and efficient synthesis of optically active α-methoxyaryl acetic acids (up to 95% ee), α-methoxyaryl ethanols (up to 93% ee) and α-methoxyaryl acetonitriles (up to 93% ee) was achieved via Arthrobacter sp. lipase-catalyzed kinetic resolution of masked aldehydes as the key synthons, that is, α-hydroxyaryl acetaldehyde acetals.

Dihydroxypyrimidine-4-carboxamides as novel potent and selective HIV integrase inhibitors

Human immunodeficiency virus type-1 (HIV-1) integrase, one of the three constitutive viral enzymes required for replication, is a rational target for chemotherapeutic intervention in the treatment of AIDS that has also recently been confirmed in the clinical setting. We report here on the design and synthesis of N-benzyl-5,6-dihydroxypyrimidine-4-carboxamides as a class of agents which exhibits potent inhibition of the HIV-integrase-catalyzed strand transfer process. In the current study, structural modifications on these molecules were made in order to examine effects on HIV-integrase inhibitory potencies. One of the most interesting compounds for this series is 2-[1-(dimethylamino)-1-methylethyl]-N-(4-fluorobenzyl)-5,6-dihydroxypyrimidine- 4-carboxamide 38, with a CIC95 of 78 nM in the cell-based assay in the presence of serum proteins. The compound has favorable pharmacokinetic properties in preclinical species (rats, dogs, and monkeys) and shows no liabilities in several counterscreening assays, highlighting its potential as a clinically useful antiviral agent.

Highly efficient and catalytic conversion of aldoximes to nitriles

(Matrix Presented) Catalytic dehydration of aldoximes can be performed highly efficiently with a catalyst system of [RuCl2(p-cymene)]2/molecular sieves under essentially neutral and mild conditions, and various types of cyano compounds are produced in good to excellent yields.