91990-21-5

Upstream product

• 589-18-4 4-Methylbenzyl alcohol 
• 814-68-6 acryloyl chloride 
• 104-82-5 4-Methylbenzyl chloride 
• 79-10-7 acrylic acid 

Downstream Products

• 1063628-43-2 (E)-4-methylbenzyl non-4-enoate 
• 942121-13-3 succinic acid mono-(4-methylbenzyl) ester 
• 144261-61-0 3-phenyl-3-hydroxy-2-methylene-propanoic acid p-methylbenzyl ester 

Relevant academic research and scientific papers

Nickel-Catalyzed Insertion of Alkynes and Electron-Deficient Olefins into Unactivated sp3 C-H Bonds

Insertion of unsaturated systems such as alkynes and olefins into unactivated sp3 C-H bonds remains an unexplored problem. We herein address this issue by successfully incorporating a wide variety of functionalized alkynes and electron-deficient olefins into the unactivated sp3 C-H bond of pivalic acid derivatives with excellent syn- and linear- selectivity. A strongly chelating 8-aminoquinoline directing group proved beneficial for these insertion reactions, while an air-stable and inexpensive NiII salt has been employed as the active catalyst. Unactive duty: A wide variety of functionalized alkynes and electron-deficient olefins has been incorporated into the unactivated sp3 C-H bond of pivalic acid derivatives with excellent syn and linear selectivity. A strongly chelating 8-aminoquinoline directing group proved beneficial for these insertion reactions, while an air-stable and inexpensive NiII salt was used as the active catalyst. EWG=electron-withdrawing group.

The 'Baylis - Hillman reaction' mechanism and applications revisited

It is shown that reaction of aryl, benzyl, alkyl and functionalised alkyl acrylic esters with benzaldehyde, in the presence of 1,4-diazabicyclo[2.2.2] octane, strongly depends upon the electronic and steric effects of the ester part. This influence is also observed in condensation of furfuraldehyde. Moreover, for the first time, it is shown that the overall condensation is equilibrated.