58879-27-9

Upstream product

• 618-46-2 m-Chlorobenzoyl chloride 
• 121-45-9 phosphorous acid trimethyl ester 

Downstream Products

• 108-42-9 3-chloro-aniline 
• 139-71-9 m-chloroformanilide 
• 89187-51-9 [(3-Chloro-phenyl)-(dimethoxy-phosphoryloxy)-methyl]-phosphonic acid dimethyl ester 
• 1293917-93-7 dimethyl (2-(3-chlorophenyl)-4-oxo-3,4-dihydro-2H-pyran-2-yl)phosphonate 
• 1307915-96-3 C₂₅H₂₂ClN₂O₃P 
• 1307916-00-2 dimethyl (3-chlorophenyl)bis(1-methyl-1H-indol-3-yl)methylphosphonate 
• 401824-09-7 dimethyl (1-(3-chlorophenyl)-1-hydroxyethyl)phosphonate 
• 1307916-31-9 dimethyl 1-(3-chlorophenyl)-1-hydroxypropylphosphonate 
• 1315552-57-8 (R)-dimethyl [1-(3-chlorophenyl)-1-hydroxy-3-oxopropyl]phosphonate 
• 1599441-52-7 1-(dimethylphosphono)-1,2-bis(3-chlorophenyl)-2-oxoethyl dimethyl phosphate 
• 76387-51-4 Phosphorsaeure-1-(3-chlorphenyl)vinyl-dimethylester 

Relevant academic research and scientific papers

Geminal difunctionalization of α-diazo arylmethylphosphonates: Synthesis of fluorinated phosphonates

A general approach towards diverse fluorinated phosphonates via geminal difunctionalization reactions of α-diazo arylmethylphosphonates is described. The diazo functionality (RR′CN2) is successfully converted to RR′CF2, RR′CHF, RR′CFBr or RR′CFNR′′2 groups by employing different fluorination reagents. A variety of fluorinated organophosphorus compounds were readily accessed in good to excellent yields from a common type of precursor.

Hetero Diels-Alder reactions of acyl phosphonates: Synthesis of glycosyl type phosphonates

We have prepared glycosyl type phosphonates via hetero Diels-Alder (HDA) reactions of acyl phosphonates with electron rich dienes. HDA reactions of acyl phosphonates with Danishefsky's diene required thermal activation to yield the desired dihydropyranone

Reactions of acyl phosphonates with organoaluminum reagents: A new method for the synthesis of secondary and tertiary α-hydroxy phosphonates

The reactions of organoaluminum reagents (trimethylaluminum, triethylaluminum, etc.) with aryl and alkyl acyl phosphonates, which lead to the formation of α-hydroxy phosphonates in moderate to good yields, are reported. This method provides easy access to

The Schmidt reaction of dialkyl acylphosphonates

The scope of the Schmidt rearrangement of ketones has been extended to dialkyl acylphosphonates (11a-11l). Surprisingly, it was found that 11a-11d and 11g, in which the acyl moiety was benzoyl alone or benzoyl bearing an electron-attracting or mildly electron-releasing substituent, yielded an overwhelming portion of products resulting from C-to-N migration of the aryl group (N-arylcarbamoylphosphonates, 12, and N-arylformamides, 15). Contrariwise, the arenecarbonylphosphonates, which carry a powerful electron-releasing p-alkoxy group, yielded products resulting from phosphonate group migration from C to N or elimination (dialkyl N-arenecarbonylphosphoramidates, 13, and arenecarbonitriles, 17, respectively). These counterintuitive results are rationalized by application of the concept of "degree of electron demand" to this area of intramolecular rearrangements. The possible existence of an additional pathway for the Schmidt rearrangement, involving protonation of the iminodiazonium ion, is proposed.

Novel Synthetic Aspects of the Phosphonate-Phosphate-Rearrangement. II. Synthesis of Enolphosphates from 1-Oxoalkanphosphonates and Sulfur-Ylides

Acylphosphonates 1 react with Sulfur-ylides 2 to give enolphosphates 3 and phosphonophosphates 4.The product ratio of 3 and 4 is determined by the substituent R3.If R3 is not electronwithdrawing the phosphonophosphate 4 is the sole reaction product. - Keywords: Acylphosphonates, behaviour towards S-ylides; Rearrangement of α-hydroxyphosphonates