41920-22-3

Upstream product

• 41920-28-9 anti-p-Anisoylphosphonsaeuredimethylester-p-tosylhydrazon 
• 10570-48-6 dimethyl 4-methoxybenzoylphosphonate 
• 696-62-8 para-iodoanisole 
• 90965-06-3 dimethyl 1-(1-diazo-2-oxopropyl)phosphonate 
• 41920-28-9 C₁₇H₂₁N₂O₆PS 
• 105-13-5 4-Methoxybenzyl alcohol 

Downstream Products

• 39980-31-9 Dimethylphosphono-p-anisyl-keton-azin 
• 39980-29-5 [8-(Dimethoxy-phosphoryl)-3,8-bis-(4-methoxy-phenyl)-tricyclo[5.1.0.0^2,4]oct-5-en-3-yl]-phosphonic acid dimethyl ester 
• 73558-69-7 (E)-1-(Dimethylphosphono)-1-p-methoxyphenyl-5-oxo-4-oxaspiro<2.3>hexane 
• 73558-70-0 (Z)-1-(Dimethylphosphono)-1-p-methoxyphenyl-5-oxo-4-oxaspiro<2.3>hexane 
• 637-69-4 4-Methoxystyrene 
• 73558-92-6 4-(Dimethylphosphono)-3-hydroxy-4-(p-methoxyphenyl)-2-cyclopenten-1-one 
• 55271-06-2 3-(4-methoxyphenyl)-1H-indazole 

Relevant academic research and scientific papers

Synthesis of α-Aryldiazophosphonates via a Diazo Transfer Reaction

The simple synthetic procedure for preparation of α-aryl-α-diazophosphonates via a diazo transfer reaction is proposed. Benzylphosphonates reacted with tosyl azide (TsN3) in the presence of potassium tert-butoxide (KOtBu) to afford diazophosphonates in a yield up to 79%. The proposed method is general. The reaction uses easily available starting materials, tolerates various functional groups, and may be applied for multi-gram scale synthesis.

Rh(I)-Catalyzed Arylation of α-Diazo Phosphonates with Aryl Boronic Acids: Synthesis of Diarylmethylphosphonates

An efficient synthetic method for diarylmethylphosphonates is presented. A series of phosphonate derivatives with diverse functional groups can be accessed via a rhodium catalyzed cross-coupling reaction between α-diazo phosphonates and aryl boronic acids. Migratory insertion of rhodium carbene intermediates is postulated to be the critical step in this transformation.

Synthesis of Allenylphosphonates through Cu(I)-Catalyzed Coupling of Terminal Alkynes with Diazophosphonates

Through the Cu(I)-catalyzed coupling of diazophosphonates with terminal alkynes, an efficient method for the synthesis of allenylphosphonates has been developed. Simple and inexpensive CuI is used as the catalyst and the reaction is conducted under mild conditions.

Cu(I)-Catalyzed Tandem Reaction of Carbene Coupling and Horner-Wadsworth-Emmons Type Olefination: Access toward Enynes

A novel strategy to synthesize 1,3-enynes has been successfully developed based on Cu(I)-catalyzed cross-coupling of α-diazo phosphonates and alkynes with a subsequent Horner-Wadsworth-Emmons (HWE) type reaction. This method provides straightforward access to conjugated enynes with high efficiency, good stereoselectivity and excellent functional group compatibility. Copper(I) carbene migratory insertion plays a crucial role in this transformation.

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.

Synthesis of Alkenylphosphonates through Palladium-Catalyzed Coupling of α-Diazo Phosphonates with Benzyl or Allyl Halides

An efficient method for the synthesis of organophosphonates through palladium-catalyzed coupling of α-diazo phosphonates with benzyl or allyl halides has been developed. Trisubstituted alkenylphosphonates bearing versatile functional groups can be easily accessed in good yields and with excellent stereoselectivity through this method. Moreover, with similar strategy α-substituted vinylphosphonates can also be attained by the palladium-catalyzed coupling reaction of N-tosylhydrazones and aryl bromides. Migratory insertion of palladium carbene is proposed as the key step in this reaction.