73392-33-3

Upstream product

• 67683-19-6 (diethoxyphosphinyl)phenylketene 
• 62-53-3 aniline 
• 3453-00-7 diethyl benzoylmethylphosphonate 
• 15226-74-1 dicobalt octacarbonyl 
• 19734-13-5 O,O-diethyl α-diazobenzylphosphonate 
• 2912-62-1 α-chlorophenylacetyl chloride 
• 5110-77-0 N-phenyl-α-chlorophenylacetamide 
• 762-04-9 phosphonic acid diethyl ester 
• 73392-27-5 2-(diethoxyphosphinyl)-N-methyl-2-phenylketenimine 

Downstream Products

• 139192-36-2 (5-Phenyl-4-phenylamino-3-trimethylsilanyl-pyrazol-1-yl)-phosphonic acid diethyl ester 
• 73392-28-6 N-(2-diethoxyphosphoryl-2-phenylvinylidene)aniline 

Relevant academic research and scientific papers

A Novel Approach to Substituted α-Carbamoyl Phosphonates: Useful Reagents for the Horner-Wadsworth-Emmons Olefination

α-Carbamoyl phosphonates are useful reagents for the Horner-Wadsworth-Emmons olefination of aldehydes en route to medicinally relevant polysubstituted acrylamides. A new synthetic approach to these reagents has been developed. The methodology relies on the microwave-promoted Wolff rearrangement of α-acyl-α-diazophosphonates with trapping of the ketene intermediate in situ with various amines.

Synthesis of Amido Esters and Amido Phosphonates through Carbonylation of Diazo Compounds Followed by Nucleophilic Addition Reaction

We report a method to produce amido esters and amido phosphonates. Octacarbonyldicobalt [Co2(CO)8] was found to be an efficient nongaseous CO source that could be used as a reagent for the carbonylation of diazo esters and diazo phosphonates under mild reaction conditions. A number of diazo esters and diazo phosphonates smoothly underwent the reaction with CO, which was generated from Co2(CO)8, to produce the corresponding ketenes. The subsequent reaction with an amine afforded the expected amido esters and phosphonates. By applying the developed protocol, we synthesized a number of amido esters and amido phosphonates. Characterization of these compounds was achieved by using standard spectroscopic and analytical techniques as well as crystal structure analysis for four of the products.

Reaction of lithium trimethylsilyldiazomethanide with ketenimines bearing electron-withdrawing groups

Ketenimines bearing electron-withdrawing groups (X in 1) at the C2-position react with lithium trimethylsilyldiazomethanide [diazo(lithio)trimethylsilylmethane] to give 4-amino-3-trimethylsilylpyrazoles 4 or 5 mainly; in some cases 4-trimethylsilyl-1,2,3-triazole derivatives 3 were formed as the major products.