112768-01-1

Upstream product

• 6628-86-0 5-chloro-2-nitrobenzaldehyde 
• 20357-20-4 5-bromo-2-nitrobenzaldehyde 
• 611-05-2 4-nitro-3-methylaniline 
• 52414-98-9 5-bromo-2-nitrotoluene 
• 7486-35-3 tri-n-butyl(vinyl)tin 
• 27200-84-6 methyl triphenylphosphonium bromide 
• 27684-84-0 5-bromo-2-nitrophenol 
• 105205-48-9 [(E)-2-(5-bromo-2-nitro-phenyl)-vinyl]-dimethyl-amine 
• 112767-99-4 2-(5-Bromo-2-nitro-benzylidene)-malonic acid 
• 86209-36-1 2-(5-Chloro-2-nitro-benzylidene)-malonic acid 

Relevant academic research and scientific papers

Chemoselectivity in the Kosugi-Migita-Stille coupling of bromophenyl triflates and bromo-nitrophenyl triflates with (ethenyl)tributyltin

Kosugi-Migita-Stille cross coupling reactions of (ethenyl)tributyltin with all isomeric permutations of bromophenyl triflate and bromo-nitrophenyl triflate were examined in order to determine the chemoselectivity of carbon-bromine versus carbon-triflate bond coupling under different reaction conditions. In general, highly selective carbon-bromine bond cross couplings were observed using for example bis(triphenylphosphine)palladium dichloride (2 mol-%) in 1,4-dioxane at reflux. In contrast, reactions using the same pre-catalyst but in the presence of a three-fold excess of lithium chloride in N,N-dimethylformamide at ambient temperature were in most cases selective for coupling at the carbon-triflate bond. Overall, isolated yields and the selectivity for carbon-bromine bond coupling were significantly higher compared to carbon-triflate bond coupling.

Pd-tBuONO Cocatalyzed Aerobic Indole Synthesis

A Pd-tBuONO co-catalyzed scalable and practical synthesis of indoles with molecular oxygen as terminal oxidant is developed. Either terminal or internal 2-vinylanilines could be smoothly converted to desired indoles under one general condition. This method has been evaluated in the large scale synthesis of indomethacin and a potential anti-breast cancer drug candidate 1. (Figure presented.).

ANTIVIRAL AGENTS

Disclosed are compounds and compositions of Formula, (I) and their uses for treating Flaviviridae family virus infections.

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.

Synthesis of Coumarins by Nucleophilic Denitrocyclization Reaction

2-propanedioic acids(2a-c) were denitrocyclized to coumarins (3a-c) by heating in quinoline in the presence of copper powder. 2-(4-Methoxiphenyl)-3-(2-nitrophenyl)-(Z)-2-propenoic acids (6a,b,d,e) were also similarly denitrocycli