183593-81-9

Upstream product

• 591-50-4 iodobenzene 
• 24393-53-1 ethyl (E)-3-(4-bromophenyl)-2-propenoate 
• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 90-90-4 (4-bromophenyl)(phenyl)methanone 
• 140-88-5 ethyl acrylate 
• 589-87-7 1,4-bromoiodobenzene 

Downstream Products

• 303111-00-4 (Z)-3-(4-bromo-phenyl)-3-phenyl-prop-2-en-1-ol 
• 942596-39-6 (Z)-3-[4-(3-dimethylamino-prop-1-ynyl)-phenyl]-3-phenyl-acrylic acid ethyl ester 
• 179113-53-2 7-bromo-4-phenyl-2H-chromen-2-one 
• 1437756-47-2 (Z)-3-(4-bromophenyl)-3-phenylacrylic acid 
• 303110-80-7 (Z)-(2S)-2-Ethoxy-3-{4-[3-(4-furan-2-yl-phenyl)-3-phenyl-allyloxy]-phenyl}-propionic acid ethyl ester 
• 303110-74-9 (Z)-(2S)-3-{4-[3-(4-Bromophenyl)-3-phenyl-allyloxy]-phenyl}-2-ethoxy-propionic acid ethyl ester 
• 303111-01-5 (Z)-3-(4-furan-2-yl-phenyl)-3-phenyl-prop-2-en-1-ol 

Relevant academic research and scientific papers

Synthesis of coumarins via PIDA/I2-mediated oxidative cyclization of substituted phenylacrylic acids

A variety of functionalized coumarins were synthesized from substituted phenylacrylic acids via PIDA/I2-mediated and irradiation-promoted oxidative carbon-oxygen bond formation. Our studies show that the oxygen in the pendant carboxylic acid group cyclizes favorably to the aryl ring that is cis to it. The main advantages of this method include good functional group tolerance and the transition-metal-free characteristic. The Royal Society of Chemistry 2013.

Design and synthesis of novel PPARα/γ/δ triple activators using a known PPARα/γ dual activator as structural template

Using a known dual PPARα/γ activator (5) as a structural template, SAR evaluations led to the identification of triple PPARα/γ/δ activators (18-20) with equal potency and efficacy on all three receptors. These compounds could become useful tools for studying the combined biological effects of PPARα/γ/δ activation.

Stereospecific preparation of ethyl (E) and (Z)-3-aryl-3-phenylpropenoates by Heck reaction

Ethyl cinnamate reacts with several para-substituted aryl iodides under Jeffery-Larock conditions (Pd(OAc)2, NaHCO3, n-Bu4NBr, DMF, Δ) to give ethyl (E)-3-aryl-3-phenylpropenoates as major compounds. The reaction of para-substituted ethyl cinnamates with iodobenzene under analogous conditions affords the corresponding Z isomers. The initially stereodefined alkene formed under Heck conditions undergoes a slow isomerization.