64307-20-6

Upstream product

• 103-26-4 Methyl cinnamate 
• 75-05-8 acetonitrile 
• 4192-77-2 ethyl cinnamate 
• 80783-99-9 N-methoxy-N-methylcinnamamide 
• 73400-25-6 {(1E)-3-[(trimethylsilyl)oxy]buta-1,3-dien-1-yl}benzene 

Downstream Products

• 251901-56-1 (2-phenyl-2,3-dihydro-benzo[b][1,4]thiazepin-4-yl)-acetonitrile 
• 1476782-11-2 (E)-5-styrylfuran-2,3,4-tricarbonitrile 
• 738574-39-5 2-(2-benzyl-5-methoxybenzo[b]furan-3-yl)ethylamine 
• 229323-39-1 2-(2-benzyl-5-methoxybenzo[b]furan-3-yl)acetonitrile 
• 216390-60-2 N-(2-(2-benzyl-5-methoxybenzofuran-3-yl)ethyl)acetamide 
• 71154-14-8 (E)-3-hydroxy-5-phenylpent-4-enenitrile 
• 106032-40-0 ethyl 2-amino-8-cyano-5,6-dihydro-4,5,6-triphenyl-4H-pyrano<2,3-d>pyridazine-3-carboxylate 
• 106032-39-7 2-amino-5,6-dihydro-4,5,6-triphenyl-4H-pyrano<2,3-d>pyridazine-3,8-dicarbonitrile 
• 106032-38-6 1-(4-Nitro-phenyl)-4-oxo-6-phenyl-1,4,5,6-tetrahydro-pyridazine-3-carbonitrile 
• 106032-36-4 1-(4-Methoxy-phenyl)-4-oxo-6-phenyl-1,4,5,6-tetrahydro-pyridazine-3-carbonitrile 
• 106032-37-5 1-(4-Chloro-phenyl)-4-oxo-6-phenyl-1,4,5,6-tetrahydro-pyridazine-3-carbonitrile 
• 106032-35-3 4-Oxo-1,6-diphenyl-1,4,5,6-tetrahydro-pyridazine-3-carbonitrile 
• 106752-25-4 1-Cinnamoyl-2,6-diphenyl-4-oxo-cyclohexan-1,3-dicarbonitril 
• 104919-32-6 Ethyl 2-amino-5-cyano-4-phenyl-6-(2-phenylethyl)-4H-pyran-3-carboxylat 

Relevant academic research and scientific papers

Synthesis of Functionalized Benzo[b]furans via Oxidative Cyclization of o-Cinnamyl Phenols

Disclosed herein is an efficient synthetic route for the synthesis of functionalized 2-benzyl benzo[b]furans via a regioselective 5-exo-trig intramolecular oxidative cyclization of ortho-cinnamyl phenols using [PdCl2(CH3CN)2] as catalyst and benzoquinone as an oxidant. Further, a sequential ortho-cinnamylation of phenols using cinnamyl alcohols catalyzed by Re2O7, followed by an oxidative cyclization using the above Pd catalyst, is performed. The reaction showed broad substrate scope with good to excellent yields.

Catalytic Activation of 1-Cyano-3,3-dimethyl-3-(1H)-1,2-benziodoxole with B(C6F5)3 Enabling the Electrophilic Cyanation of Silyl Enol Ethers

The Lewis acidic activation of a hypervalent iodine reagent containing a transferable cyano group, 1-cyano-3,3-dimethyl-3-(1H)-1,2-benziodoxole (CDBX), with B(C6F5)3, to achieve the catalytic electrophilic cyanation of silyl enol ethers is presented. Mechanistic studies indicate that CDBX is activated through coordination of its cyano group to B(C6F5)3, thus enabling the electrophilic cyanation reaction to occur.

Chemoselective efficient synthesis of functionalized β-oxonitriles through cyanomethylation of Weinreb amides

A synthesis of β-oxonitriles is reported via the generation of R1R2CLiCN species followed by the trapping with variously decorated Weinreb amides. The optimization study revealed that lithiation of acetonitriles is best accomplished by deprotonation with MeLi-LiBr at low temperature. The protocol can be conveniently adapted to the synthesis of α-mono or α,α-disubstituted cyanoketones. 15N- and 17O-NMR data are reported for selected compounds. This journal is