29240-33-3

Upstream product

• 201230-82-2 carbon monoxide 
• 3058-39-7 4-iodobenzonitrile 
• 67-63-0 isopropyl alcohol 
• 214360-44-8 2-(4-cyanophenyl)-5,5-dimethyl[1,3,2]dioxaborinane 
• 105-07-7 4-cyanobenzaldehyde 
• 17201-43-3 4-cyanobenzyl bromide 
• 198978-33-5 4-iodobenzoyl cyanide 
• 767-00-0 4-cyanophenol 
• 23516-85-0 4-(2,2,2-trifluoroacetyl)benzonitrile 
• 623-26-7 terephthalonitrile 

Relevant academic research and scientific papers

PHOTO- AND RADIATION-INDUCED ALCOHOLYSIS AND SUBSTITUTION OF p-DICYANOBENZENE IN 2-PROPANOL

The irradiation of p-dicyanobenzene with 254 nm light in 2-propanol causes the alcoholysis of CN group to give isopropyl p-cyanobenzimidate.The UV-irradiation in the presence of acetone or γ-irradiation brings about the substitution of a cyano group by the hydroxyalkyl group derived from the alcohol.The substitution occurs via the electron transfer from hydroxyalkyl radicals or electrons followed by the attack of hydroxyalkyl radicals.

N-Heterocyclic Carbene Catalyzed Ester Synthesis from Organic Halides through Incorporation of Oxygen Atoms from Air

Oxygenation reactions with molecular oxygen (O2) as the oxygen source provides a green and straightforward strategy for the construction of O-containing compounds. Demonstrated here is a novel N-heterocyclic carbene (NHC) catalyzed oxidative transformation of simple and readily available organic halides into valuable esters through the incorporation of O-atoms from O2. Mechanistic studies prove that the deoxy Breslow intermediate generated in situ is oxidized to a Breslow intermediate for further transformation by this oxidative protocol. This method broadens the field of NHC catalysis and promotes oxygenation reactions with O2.

Acyl Cyanides as Bifunctional Reagent: Application in Copper-Catalyzed Cyanoamidation and Cyanoesterification Reaction

Cu-catalyzed domino decyanation and cyanation reaction of acyl cyanides with amines or alcohols have been developed. The cyano sources were generated in situ via C-CN cleavage yielding the corresponding cyano substituted amides or esters in moderate to excellent yields. This approach features a cheap copper catalyst, domino decyanation and cyanation reaction, readily available starting materials, broad substrate scope, operational simplicity, and the potential for further transformation of the cyano group.

Effect of Ancillary Ligand in Cyclometalated Ru(II)-NHC-Catalyzed Transfer Hydrogenation of Unsaturated Compounds

In an effort to develop efficient Ru(II)-NHC-based catalyst considering their stereoelectronic effect for hydride-transfer reaction, we found that the ancillary NHC ligand can play a significant role in its catalytic performance. This effect is demonstrated by comparing the activity of two different types of orthometalated precatalysts of general formula [(p-cymene)(NHC)RuII(X)] (NHC = an imidazolylidene-based ImNHC, compound 2a-c, or a mesoionic triazolylidene-based tzNHC, compound 4) in transfer hydrogenation of carbonyl substrates. The electron-rich precatalyst, 2c, containing p-OMe-substituted NHC ligand performed significantly better than both unsubstituted complex 2a and p-CF3 substituted electron-poor complex 2b in ketone reduction. Whereas bulky mesoionic triazolylidene ligand containing complex 4 was found to be superior catalyst for aldehyde reduction and the precatalyst 2a is more suitable for the selective transfer hydrogenation of a wide range of aromatic aldimines to amines. To the best of our knowledge, this is the first systematic study on the effect of stereoelectronic tuning of ancillary orthometalated NHC ligand in Ru(II)-catalyzed transfer hydrogenations of various types of unsaturated compounds with broad substrate scope.

Synthesis, characterization and catalytic performances of benzimidazolin-2-iminato actinide (IV) complexes in the Tishchenko reactions for symmetrical and unsymmetrical esters

A new family of benzimdazolin-2-iminato actinide?(IV) complexes [(Bim7-MeDipp/MeN)An(N(SiMe3)2)3] (An = U (3), Th (4)) and [(Bim4-MeDipp/MeN)An(N(SiMe3)2)3] (An = U (5), Th (6)) were synthesized and their solid state structures were established by single-crystal X-ray diffraction analysis. The catalytic performances of complexes 3–6 towards the homo- and cross-coupling of aldehydes (Tishchenko reaction) were studied and the thorium complexes 4 and 6 displayed moderate to high activities for the production of the corresponding symmetric and unsymmetrical esters. Coupling of aldehyde and alcohols, known as the tandem proton-transfer esterification, and the intermolecular coupling reaction between aldehyde and trifluoromethylketones were also investigated by these thorium complexes, indicating a complementary method to obtain unsymmetrical esters selectively. Plausible mechanisms for these reactions are proposed based on stoichiometric studies.

SO2F2-Mediated One-Pot Synthesis of Aryl Carboxylic Acids and Esters from Phenols through a Pd-Catalyzed Insertion of Carbon Monoxide

A one-pot Pd-catalyzed carbonylation of phenols into their corresponding aryl carboxylic acids and esters through the insertion of carbon monoxide has been developed. This procedure offers a direct synthesis of aryl carboxylic acids and esters from inexpensive and abundant starting materials (phenols, SO2F2 and CO) under mild conditions. This method tolerates a broad range of functional groups and is also applicable for the modification of complicated natural products.

Palladium-catalyzed aerobic oxidative carbonylation of arylboronate esters under mild conditions

(Figure Presented) "CO"n Air: The title reaction was carried out using [PdCl2(PPh3)2 ] as the catalyst precursor under very mild conditions (balloon pressure of CO and air, at 40- 50°C), and produced a wide range of aryl carboxyl esters 2 in good to excellent yields. Remarkable selectivity between oxidative carbonylation and homocoupling of arylboronate esters l was also achieved.

One-pot microwave-promoted synthesis of nitriles from aldehydes via tert-butanesulfinyl imines

A facile, one-pot method for the synthesis of nitriles from aldehydes via a microwave-promoted, concerted elimination of tert-butanesulfenic acid from tert-butanesulfinyl-protected imines, is described. The mild reaction conditions exhibit broad functional group compatibility and generate products in good isolated yield (69-87%). This method provides a rapid and mild procedure for the synthesis of various functionalized nitriles. Georg Thieme Verlag Stuttgart.

ARYL TRIFLUOROMETHYL KETONE HYDRATES AS PRECURSORS OF CARBOXYLIC ACIDS AND ESTERS

A simple method for the preparation of aryl carboxylic acids and esters from aryl trifluoromethyl ketone hydrates is described.