96802-32-3

Upstream product

• 2942-58-7 diethyl cyanophosphonate 
• 106-51-4 p-benzoquinone 

Downstream Products

• 114106-68-2 3-(2-furyl)-4-hydroxybenzonitrile 
• 114106-66-0 4-hydroxy-3-(2-thienyl)benzonitrile 
• 114106-69-3 4-hydroxy-3-(5-methyl-2-furyl)benzonitrile 
• 114106-67-1 4-hydroxy-3-(5-methyl-2-thienyl)benzonitrile 
• 114106-64-8 3-(2,5-dimethyl-3-thienyl)-4-hydroxybenzonitrile 
• 114106-72-8 4-hydroxy-3-(1-methylindol-3-yl)benzonitrile 
• 114106-74-0 3-(1,2-dimethylindol-3-yl)-4-hydroxybenzonitrile 
• 114106-65-9 3-(1,3-dimethylindol-2-yl)-4-hydroxybenzonitrile 
• 114106-52-4 4-hydroxy-3-(1-naphthyl)benzonitrile 
• 114106-75-1 4-hydroxy-3-(1-methyl-2-phenylindol-3-yl)benzonitrile 
• 767-00-0 4-cyanophenol 
• 96802-33-4 3-diethylphosphonooxy-4-hydroxybenzonitrile 
• 96802-39-0 6,4'-Dihydroxy-biphenyl-3-carbonitrile 

Relevant academic research and scientific papers

Regiospesific Arylation of 1,4-Benzoquinone Cyanohydrin Phosphate: Synthesis of 3-Aryl-4-hydroxybenzonitriles

Reaction of 1,4-benzoquinones (1a,b) with diethyl phosphorocyanidate and lithium cyanide was found to give the monocyanophosphates (2a,b).When catalysed by BF3*OEt2, the cyanophosphates (2a,b) reacted with aromatic and heteroaromatic compounds (indole, thiophene, and furan derivatives) to give 3-aryl-4-hydroxybenzonitriles.Under the same conditions ethyl 1-methylindole-2-carboxylate and 2,5-dimethylfuran were converted into 6-oxobenzopyranoindole-2-carbonitriles (15a,b) and benzofuran-5-carbonitriles (22a,b) by reaction with the cyanophosphates (2a,b), respectively.

A NEW SYNTHESIS OF BIARYLS

p-Benzoquinone reacts with diethyl phosphorocyanidate in the presence of lithium cyanide to give α-diethylphosphonooxy nitrile which was found to be a useful intermediate for the synthesis of biaryls.KEYWORDS - diethyl phosphorocyanidate; lithium cyanide; cyanophosphate; p-benzoquinone; biaryl