57443-68-2

Upstream product

• 104-55-2 3-phenyl-propenal 
• 1211000-60-0 (+/-)-(E)-ethyl 3-(1-phenylprop-2-ynyloxy)acrylate 
• 593-56-6 N-methoxylamine hydrochloride 
• 13471-35-7 dimethyl phenylboronate 
• 98-80-6 phenylboronic acid 
• 108-86-1 bromobenzene 
• 1201-93-0 1-phenyl-3-dimethylaminoprop-2-enone 
• 141-97-9 ethyl acetoacetate 
• 132334-98-6 ethyl 6-bromopyridine-3-carboxylate 
• 5326-23-8 6-Chloro-3-pyridinecarboxylic acid 
• 100-59-4 phenylmagnesium chloride 
• 49608-01-7 6-chloro-3-pyridinecarboxylic acid ethyl ester 
• 173065-27-5 (E)-3-<(triphenylphosphoranylidene)amino>propenoic acid ethyl ester 

Downstream Products

• 4634-09-7 2-phenyl-5-hydroxymethylpyridine 
• 63056-20-2 2-phenyl-5-pyridinecarboxaldehyde 
• 118420-10-3 (E)-3-(6-Phenyl-pyridin-3-yl)-acrylic acid 
• 118420-51-2 (E)-N-[4-(4-Benzhydryl-piperazin-1-yl)-butyl]-3-(6-phenyl-pyridin-3-yl)-acrylamide 
• 1421006-69-0 (E)-ethyl 6-(2-(2-methylstyryl)phenyl)nicotinate 

Relevant academic research and scientific papers

2-catalyzed directed N -Boc amidation of arenes "on water"

Rhodium(III) catalysis "on water" is effective for directed C-H amidation of arenes. The catalytic process is promoted by OH groups present on the hydrophobic water surface and is inefficient in all (most) common organic solvents investigated so far. In the presence of easily prepared tert-butyl 2,4-dinitrophenoxycarbamate, a new and stable nitrene source, the "on water" reaction can efficiently provide the desired N-Boc-aminated products with good functional group tolerance.

Mn-catalyzed aromatic C-H alkenylation with terminal alkynes

The first manganese-catalyzed aromatic C-H alkenylation with terminal alkynes is described. The procedure features an operationally simple catalyst system containing commercially available MnBr(CO)5 and dicyclohexylamine (Cy2NH). The reaction occurs readily in a highly chemo-, regio-, and stereoselective manner delivering anti-Markovnikov E-configured olefins in high yields. Experimental study and DFT calculations reveal that (1) the reaction is initiated by a C-H activation step via the cooperation of manganese and base; (2) manganacycle and alkynylmanganese species are the key reaction intermediates; and (3) the ligand-to-ligand H-transfer and alkynyl-assisted C-H activation are the key steps rendering the reaction catalytic in manganese.

Facile diversity-oriented synthesis and antitubercular evaluation of novel aryl and heteroaryl tethered pyridines and dihydro-6H-quinolin-5-ones derived via variants of the Bohlmann-Rahtz reaction

The diversity oriented synthesis of substituted pyridines and dihydro-6H-quinolin-5-ones tethered with aryls and heteroaryls was achieved in very good yields through CeCl3?7H2O-NaI catalyst via variants of the Bohlmann-Rahtz reaction

PIPERIDINE ARYL SULFONAMIDE DERIVATIVES AS Kv1.3 MODULATORS

Compounds of the formula (I), or pharmaceutically acceptable salts thereof, wherein m, n, p, X, R1, R2, R3, R4 R5 and R6 are as defined herein. Also disclosed are methods of making the comp

PIPERIDINE ARYL SULFONAMIDE DERIVATIVES AS KV1.3 MODULATORS

Compounds of the formula (I) or pharmaceutically acceptable salts thereof, wherein m, R1, R2, R3, R4 and R5 are as defined herein. Also disclosed are methods of making the compounds and using the comp

Microwave-assisted diversity-oriented domino synthesis of functionalized nicotinic acid derivatives

The microwave-assisted diversity-oriented domino synthesis of functionalized alkyl nicotinates from propargyl vinyl ethers is described. The domino manifold comprises a complex network of reactions involving at least five distinct chemical steps. The obtained alkyl nicotinates incorporate two diversity points at the ring and one ester functionality as convenient handles for further elaboration. Copyright

A convenient domino access to substituted alkyl 1,2-dihydropyridine- 3carboxylates from propargyl enol ethers and primary amines

A convenient domino access to substituted alkyl 1,2-dihydropyridine-3- carboxylates from propargyl enol ethers and primary amines was reported. A solution of propargyl sinyl ether 1a and p-anisidine in toluene was placed in a microwave-special closed vial and the solution was irradiated for 30 minutes in a single-mode microwave oven. The reaction mixture was dried over anhydrous sodium sulfate and filtrated using dichloromethane as solvent. After removing the solvent at reduced pressure the products were purified by flash column chromatography. Accordingly, the microwave irradiation of an ethanolic mixture of propargyl enol ether 1 a and MeONH2.HCl in the presence of NaOAc yielded the methyl 2-phenyl-4-pyridinecarboxylate in a convenient 54% yield. These results seem to point out to a new reaction pathway involving different thermally-driven rearrangements of the 2,4-dienal 3 intermediate.

Reaction of N-vinylic phosphazenes with α,β-unsaturated aldehydes. Azatriene-mediated synthesis of dihydropyridines and pyridines derived from β-amino acids

Aza-Wittig reaction of N-vinylic phosphazenes (1,2 addition), derived from diphenylmethylphosphine or derived from trimethylphosphine with α,β-unsaturated aldehydes, leads to the formation of 3-azatrienes through a [2 + 2]-cycloaddition-cycloreversion sequence. The presence of an alkyl substituent in position 3 of N-vinylic phosphazenes increases the steric interactions, and [4 + 2] periselectivity (1,4 addition) is observed. Reaction of azatrienes with α,β-unsaturated aldehydes yields pyridines.

Syntheses of substituted pyridines, quinolines and diazines via palladium-catalyzed cross-coupling of aryl Grignard reagents

The palladium-catalyzed cross-coupling reactions between arylmagnesium halides (phenylmagnesium chloride, mesitylmagnesium bromide, 4-(methoxycarbonyl)phenylmagnesium chloride and 4-cyanophenylmagnesium chloride) and halopyridines allowed the synthesis of substituted pyridines. Owing to the remarkably mild conditions used (often below 0°C), the reaction could be extended to the use of functionalized halopyridines, haloquinolines and halodiazines.

Preparation of polyfunctional pyridines by a palladium(0)-catalyzed cross-coupling of functionalized aryl Grignard reagents

Difunctionalized pyridines can be prepared by a Pd(0)-catalyzed cross-coupling of functionalized arylmagnesium compounds with chloro- or bromopyridines at temperatures as low as -40°C. An addition-elimination mechanism involving a palladate intermediate is proposed.