4995-03-3

Upstream product

• 7677-24-9 trimethylsilyl cyanide 
• 73387-60-7 1-(4-bromophenyl)-3-(dimethylamino)prop-2-en-1-one 
• 99-90-1 para-bromoacetophenone 
• 17306-04-6 4-bromophenyl 2-chlorovinyl ketone 
• 4994-91-6 4-Nitro-1-<4-brom-phenyl>-buten-(2)-on-(1) 
• 4995-00-0 4-Oximino-1-<4-brom-phenyl>-buten-(2)-on-(1) 

Downstream Products

• 100887-18-1 4-(4-bromo-phenyl)-2-morpholino-4-oxo-butyronitrile 

Relevant academic research and scientific papers

Asymmetric Conjugate Addition of α-Cyanoketones to Benzoyl Acrylonitrile Derivatives Using a Diaminomethylenemalononitrile Organocatalyst

A diaminomethylenemalononitrile (DMM) organocatalyst was used to efficiently promote asymmetric conjugate addition of various α-cyanoketones to benzoyl acrylonitrile derivatives. The corresponding 1,5-dicarbonyl compounds containing vicinal tertiary and quaternary stereogenic centers are versatile synthetic intermediates and were obtained in good yields and with excellent enantioselectivities (up to 96% ee). The present study describes the first successful examples of asymmetric conjugate addition reactions of α-cyanoketones with benzoyl acrylonitriles. In addition, the DMM organocatalyst can be recovered and reused up to five times without significant loss of either catalytic activity or enantioselectivity.

Metal-free enaminone C-N bond cyanation for the stereoselective synthesis of (E)- And (Z)-β-cyano enones

A highly practical method for C-CN bond formation by C-N bond cleavage on enaminones leading to the efficient synthesis of β-cyano enones is developed. The reactions take place efficiently to provide (E)-β-cyano enones with only a molecular iodine catalyst. In addition, the additional employment of oxalic acid enables the selective synthesis of (Z)-β-cyano enones.