39604-15-4

Upstream product

• 576-26-1 2.6-dimethylphenol 
• 814-49-3 diethyl chlorophosphate 
• 762-04-9 phosphonic acid diethyl ester 
• 78-40-0 triethyl phosphate 
• 109-72-8 n-butyllithium 
• 1427179-48-3 2,6-dimethylphenyl 2-(o-tolyl)propanoate 
• 6386-71-6 isopropenyllithium 
• 1427179-44-9 2,6-dimethylphenyl 2-phenylbutanoate 
• 594-19-4 tert.-butyl lithium 
• 54058-00-3 diethyl phosphite potassium salt 
• 79719-34-9 trimethyl-2,4,6 phenate de potassium 
• 86364-02-5 2,6-dimethylphenyl trifluoromethanesulphonate 

Downstream Products

• 87-62-7 2,6-dimethylaniline 
• 15451-11-3 6-methyl-2-phosphonomethylphenol 

Relevant academic research and scientific papers

Tf2O-Promoted Activating Strategy of Phosphate Analogues: Synthesis of Mixed Phosphates and Phosphinate

A metal-, toxic chloride reagent-free activating strategy of various phosphates has been developed. This method enables the facile synthesis of functional phosphates such as alkyl phosphates, aza phosphates, thiophosphate, and mixed diaryl phosphates. A transient phosphorylpyridin-1-ium species in situ generated from phosphates with Tf2O/pyridine readily undergoes a substitution reaction with diverse nucleophiles to form versatile phosphate compounds.

Stereoselective synthesis of all-carbon tetrasubstituted alkenes from in situ generated ketenes and organometallic reagents

Stereoselective synthesis of tetrasubstituted alkenes is a challenging problem in chemical synthesis. New protocols to access this important, yet simple, structural motif are of fundamental significance because they are found in many valuable molecules and can be utilized in a variety of important complexity building chemical transformations. The two-step strategy presented herein involves stereoselective generation of an alkenyl pseudohalide followed by a stereospecific metal-catalyzed cross-coupling.

New synthetic approach to (o-hydroxyphenyl)methylphosphonic acid derivatives

2,6-Dimethylphenols and 5,5′-dimethyl-6,6′-spirobiindanol react with diethylphosphite to give phosphates, which are easily transformed by LDA to (o-hydroxyphenyl)methylphosphonates.

Reaction of Triflates with Potassium Diethyl Phosphite. Formation of Phosphate Esters

Phenyl triflate and substituted analogues react with potassium diethyl phosphite in liquid ammonia to form aryl diethyl phosphate esters.The reaction formally involves loss of trifluoromethanesulfinate ion from the triflate and concomitant oxidation of phosphorus to the phosphate stage.Preliminary data suggest that, in a series of triflates, reactivity follows the order aryl > cyclohexenyl > cyclopropyl > alkyl.Studies on aryl triflates with added labeled phenoxide rule out a mechanism involving free phenoxide ion, i.e., displacement of phenoxide by nucleophilic attack of diethyl phosphite ion on sulfur followed by phosphorylation of displaced phenoxide.Three potential mechanisms, including one involving initial attack of phosphorus at sulfur, a biphilic insertion mechanism, and one involving nucleophilic attack on oxygen, are suggested, all of which could account for these observations.