107960-67-8

Upstream product

• 20850-13-9 (E)-3-(4-methoxyphenyl)prop-2-en-1-amine 
• 109-94-4 formic acid ethyl ester 
• 14482-11-2 (E)-p-methoxycinnamonitrile 
• 123-11-5 4-methoxy-benzaldehyde 
• 872672-13-4 tert-butyl (E)-3-(4'-methoxyphenyl)prop-2-en-1-yl carbonate 
• 1118-02-1 trimethylsilyl isocyanate 
• 16250-37-6 N-allylformamide 
• 459-64-3 4-methoxybenzenediazonium tetrafluoroborate 

Downstream Products

• 107960-69-0 threo-2-hydroxy-3-(formylamino)-1-(4-methoxyphenyl)propanol 

Relevant academic research and scientific papers

Palladium-Catalyzed Synthesis of Allylic Ureas via an Isocyanate Intermediate

A palladium-catalyzed coupling of allylic carbonates with trimethylsilylisocyanate to provide allylic isocyanates is reported. Amines are added in a second step to yield allylic ureas in this one-pot procedure. Use of a bidentate phosphine ligand with a large bite angle was found to be important in this transformation. The scope of allylic carbonates has been examined, as well as amines compatible with these reaction conditions.

Substrate-directable heck reactions with arenediazonium salts. The regio- and stereoselective arylation of allylamine derivatives and applications in the synthesis of naftifine and abamines

The palladium-catalyzed, substrate-directable Heck-Matsuda reaction of allylamine derivatives with arenediazonium salts is reported. The reaction proceeds under mild conditions, with excellent regio- and stereochemical control as a function of coordinating groups present in the allylamine substrate. The distance between the olefin moiety and the car-bonylic system seems to play a key role regarding the regiocontrol. The method presents itself as robust, as simple to carry out, and with wide synthetic scope concerning the allylic substrates and the type of arenediazonium employed. The synthetic potential of the method is illustrated by the short total syntheses of the bioactive compounds naftifine, abamine, and abamine SG.