79462-50-3

Upstream product

• 109-04-6 2-bromo-pyridine 
• 603-35-0 triphenylphosphine 
• 5029-67-4 2-iodopyridine 
• 109-09-1 2-chloropyridine 
• 79462-52-5 Benzothiazol-2-yl-triphenyl-phosphonium; chloride 
• 79462-53-6 Benzooxazol-2-yl-triphenyl-phosphonium; chloride 
• 79462-49-0 2-pyridyltriphenylphosphonium bromide 

Relevant academic research and scientific papers

Preparation and reaction of quinolinyl (or pyridinyl)phosphonium salts with base and pivalaldehyde

α- and γ-Heteroaryltriphenylphosphonium iodides were prepared by reaction of the corresponding heteroaryl iodides with triphenylphosphine. Reaction of β-heteroaryl iodides with triphenylphosphine in the presence of a palladium catalyst gave β-heteroaryltriphenylphosphonium iodides. Elimination of the heteroaryl group was achieved by treating the heteroaryltriphenylphosphonium iodides with a base. Further, the heteroaryl group was trapped with pivalaldehyde to introduce a pivaloyl substituent onto the heteroaromatic ring.

Synthesis of phosphonium salts - Phosphine structure and inorganic salts effects

Solvent-free reactions of 2- and 3-halopyridines with PPh3, PBu3, and PCy3 were studied under conventional heating, as well as under microwave irradiation. No difference was observed in the reaction course between classical and microwave reactions. 2-Bromopyridine gave quantitative yields of 2-pyridyltriphenylphosphonium bromide within few minutes at 190C. Equimolar amounts of some inorganic salts (LiPF6, LiOTf, LiBr, NaPF6, KPF6) were necessary for the reactions of the other 2-halopyridines. 3-Halopyridines did not react with PPh3 even in the presence of LiPF6. Their reactions with PCy3 in the presence of LiPF6 resulted in the quantitative formation of dicyclohexylphosphine oxide.