126759-33-9

Upstream product

• 74-85-1 ethene 
• 126759-30-6 3-bromo-4-nitrobenzoate methyl ester 
• 50-00-0 formaldehyd 
• 88071-90-3 3-bromomethyl-4-nitro-benzoic acid methyl ester 
• 24078-21-5 methyl 3-methyl-4-nitrobenzoate 

Downstream Products

• 110073-67-1 methyl 4-amino-3-ethenylbenzoate 
• 126759-41-9 2-<(5-methoxycarbonyl-2-nitrophenyl)methyl>-1,3-dioxane 
• 1011-65-0 5-methoxycarbonylindole 

Relevant academic research and scientific papers

Palladium-Catalyzed Synthesis of Indoles by Reductive N-Heteroannulation of 2-Nitrostyrenes

A palladium-phosphine catalyzed reductive N-heteroannulation of 2-nitrostyrenes, in the presence of carbon monoxide, producing indoles has been developed. Indoles were obtained, in moderate to excellent yield, from substituted 2-nitrostyrenes having either electron-withdrawing (NO2 and CO2-Me) or electron-donating (Br, OH, Me, OMe, and OTf) substituents on the aromatic ring. Best results were obtained using palladium diacetate (6 mol percent) together with triphenylphosphine (24 mol percent) as the catalytic system, under 4 atm of carbon monoxide in acetonitrile at 70 °C. Other palladium(II) and palladium(0) complexes also catalyze the reaction.

A Regiocontrolled Synthesis of Substituted Indoles by Palladium-Catalyzed Coupling of 2-Bromonitrobenzenes and 2-Bromoacetanilides

The palladium-catalyzed cross-coupling reaction of 2-bromonitrobenzenes or 2-bromoacetanilides with ethylene has been used to produce a variety of substituted indoles.The mild reaction conditions and selectivity inherent in the coupling reaction have been utilized to produce regiochemically pure 4-, 5-, 6-, and 7-substituted indoles.