187402-80-8

Upstream product

• 201230-82-2 carbon monoxide 
• 771-61-9 2,3,4,5,6-pentafluorophenol 
• 623-00-7 4-bromobenzenecarbonitrile 
• 105-07-7 4-cyanobenzaldehyde 
• 188837-53-8 (2,3,4,5,6-pentafluorophenyl)pyridine-2-carboxylate 

Downstream Products

• 150057-96-8 4-(pyrrolidine-1-carbonyl)benzonitrile 
• 17847-33-5 phenyl 4-cyanobenzoate 
• 95725-03-4 4-cyano-N,N-diethylbenzamide 
• 17922-96-2 4-cyanobenzanilide 
• 24167-50-8 4-cyano-N,N-dimethylbenzamide 

Relevant academic research and scientific papers

General method for the preparation of active esters by palladium-catalyzed alkoxycarbonylation of aryl bromides

A useful method was developed for the synthesis of active esters by palladium-catalyzed alkoxycarbonylation of (hetero)aromatic bromides. The protocol was general for a range of oxygen nucleophiles including N-hydroxysuccinimide (NHS), pentafluorophenol (PFP), hexafluoroisopropyl alcohol (HFP), 4-nitrophenol, and N-hydroxyphthalimide. A high functional group tolerance was displayed, and several active esters were prepared with good to excellent isolated yields. The protocol was extended to access an important synthetic precursor to the HIV-protease inhibitor, saquinavir, by formation of an NHS ester followed by acyl substitution.

Transesterification for synthesis of carboxylates using aldehydes as acyl donors via C-H and C-O bond activations

A new type of transesterification between aryl, heteroaryl, alkyl N-heteroarene-2-carboxylates and various aldehydes by C-H and C-O bond activations has been developed for the synthesis of versatile carboxylates. A possible mechanism containing oxidative addition of acyl-O bond in parent ester and radical cleavage of sp2 C-H bond in aldehyde is proposed.