53911-34-5

Upstream product

• 1122-81-2 4-n-propylpyridine 
• 591-51-5 phenyllithium 
• 6728-26-3 (E)-2-Hexenal 
• 19433-17-1 acetophenone O-acetyloxime 

Downstream Products

• 80635-51-4 6-Phenyl-4-propyl-pyridine-2-carboxylic acid (1H-tetrazol-5-yl)-amide 
• 80636-11-9 6-Phenyl-4-propyl-pyridine-2-carboxylic acid 

Relevant academic research and scientific papers

Metal-Free Assembly of Polysubstituted Pyridines from Oximes and Acroleins

Transition-metal-catalyzed synthesis of N-heterocycles from oximes has been previously well established. In this paper, for the first time a metal-free protocol with the combinational employment of iodine and triethylamine has been demonstrated to be effective to trigger the oxime-based synthesis of pyridines with high chemo-selectivity and wide functional group tolerance. A broad range of functional pyridines were prepared in moderate to excellent yields. While neither iodine nor triethylamine could trigger this transformation, mechanistic experiments indicated a radical pathway for the reaction. The resultant 2-aryl-substituted pyridines have been proved to be versatile building blocks in a range of transition-metal-catalyzed C-H functionalization reactions. (Chemical Equation Presented).

Mercury(II) and gold(III) derivatives of 2-phenyl pyridines and 2-phenyl-4-(methylcarboxylato)quinoline

ortho-Mercurated derivatives of several substituted 2-phenylpyridines and of 2-phenyl-4-(methylcarboxylato)quinoline have been prepared and characterised. C,N-chelated gold(III) derivatives, [AuCl2(C6H4C5H3RN)] (R = H, 3-Me, 3,5-Me2, 4-Prn, 4-But) are prepared more efficiently by trans-metallation reactions than by direct reaction of AuCl4- with the phenylpyridines. The new gold complexes were characterised spectroscopically and a variety of substitution reactions have been effected. As is usual with unsymmetrical bidentate ligands, the softer donor atom is found trans to the N-donor of the pyridine unit. Crystal-structure determinations are reported for [Au(OAc)(pmpy)(py)]ClO4, [Au(ppy)(dpbt)]BPh4, [Au(ppy)(S2CNMe2)]BPh4 and AuCl(pqcm)2 [Hppy = 2-phenylpyridine, Hpmpy = 2-phenyl-3-methylpyridine, Hpqcm = 2-phenyl-4-(methylcarboxylato)quinoline].