49587-69-1

Upstream product

• 85665-54-9 3,5-dibenzylpyridine 
• 625-92-3 3,5-dibromopyridine 
• 201230-82-2 carbon monoxide 
• 98-80-6 phenylboronic acid 
• 3506-54-5 3-(diethylamino)-1-phenylprop-2-en-1-one 
• 1201-93-0 1-phenyl-3-dimethylaminoprop-2-enone 
• 15074-61-0 pyridine-3,5-dicarbonyl dichloride 
• 71-43-2 benzene 
• 499-81-0 3,5-Pyridinedicarboxylic acid 

Downstream Products

• 234111-11-6 α,α'-diphenyl-3,5-pyridinedimethanol 
• 874906-91-9 3,5-bis[phenyl(2-pyrrolyl)methyl]pyridine 

Relevant academic research and scientific papers

Domino reactions involving the branched C-N and C=C cleavage of enaminones toward pyridines synthesis

The copper-catalyzed cascade reactions of enaminones and ammonium chloride have led to the unprecedented synthesis of 4-unsubstituted pyridines of both symmetrical and unsymmetrical structures. Under the aerobic copper-catalyzed conditions, the branched t

Aromatic and nonaromatic pyriporphyrins

Pyriporphyrins with three different orientations for the pyridine moiety have been prepared using a '3 + 1' strategy. The nonaromatic pyriporphyrins are stable so long as phenyl substituents are present at the meso-positions adjacent to the pyridine ring. An aromatic dihydropyriporphyrin with an external CO 2Ph protective group has also been prepared from 2,4- pyridinedicarbaldehyde.

Palladium-catalyzed carbonylative coupling of pyridine halides with aryl boronic acids

The carbonylative Suzuki cross-coupling of a variety of mono-iodopyridines and bromopyridines (1a,b, 3a-c, 5) catalyzed by palladium-phosphane systems has been studied to prepare benzoylpyridine derivatives (2, 4, 6). The selectivity and the rate of the reaction are highly dependent on the reaction conditions, i.e. nature of the palladium catalyst precursor, solvent, temperature and CO pressure. The main side-products arise from direct, non-carbonylative cross-coupling. Under optimized conditions, benzoylpyridines are recovered in high yields (80-95%). The order of reactivity decreases from iodo- to bromopyridines and from 2-, 4- to 3-substituted halopyridines. The reactivity of dihalopyridines has been investigated; 2,6-dibromopyridine (7) and 3,5-dibromopyridine (11) are selectively transformed into either the corresponding benzoyl-phenylpyridine (8, 12) or the corresponding dibenzoylpyridine (9, 13). Dissymmetric 2,5-dihalopyridines (15a,b) are transformed into 2-benzoyl-5-bromopyridine (16) or 2,5-dibenzoylpyridine (17) in high yields.