1034366-63-6Relevant academic research and scientific papers
Synthesis of N-Heterocycles by Reductive Cyclization of Nitroalkenes Using Molybdenum Hexacarbonyl as Carbon Monoxide Surrogate
Su, Zhiyou,Liu, Bo,Liao, Hongze,Lin, Hou-Wen
, p. 4059 - 4066 (2020/06/21)
The development of a method that uses molybdenum hexacarbonyl [Mo(CO)6] as carbon monoxide (CO) surrogate for the palladium-catalyzed reductive cyclization of nitroalkenes into indoles or thienopyrroles is reported. Several types of nitroalkenes could be transformed into the desired products in excellent yields and in most cases with complete regioselectivities and higher yields than those previously reported with palladium/CO system.
Indole synthesis: palladium-catalyzed C-H bond amination via reduction of nitroalkenes with carbon monoxide
Hsieh, Tom H.H.,Dong, Vy M.
experimental part, p. 3062 - 3068 (2009/09/05)
Nitroalkenes have been called 'chemical chameleons' due to their versatility in numerous synthetic transformations. Herein, we describe the first transition metal-catalyzed transformation of conjugated nitroalkenes into indoles. Under mild reaction condit
Regiochemistry of the microwave-assisted reaction between aromatic amines and α-bromoketones to yield substituted 1H-indoles
Vara, Yosu,Aldaba, Eneko,Arrieta, Ana,Pizarro, Jose L.,Arriortua, Maria I.,Cossio, Fernando P.
experimental part, p. 1763 - 1772 (2008/10/09)
The scope and regioselectivity of the Bischler (or Bischler-Moehlau) reaction between aromatic amines and α-bromoketones has been studied by computational and experimental techniques. It has been found that in many cases the reaction yields are improved under microwave irradiation and working in the absence of solvent. When di- and trisubstituted amines are used as substrates the regioselectivity of the reaction is different to that obtained with the corresponding primary anilines. The reaction between benzene-1,2-diamine and α-bromoacetophenones under the same conditions yields 2-substituted quinoxalines instead of indoles. Finally, when pyridin-2-amines and pyrimidine-2-amines are allowed to react with the corresponding α-bromoacetophenones, the corresponding imidazo[1,2-a]pyridines and imidazo[1,2-a]pyrimidines are obtained, respectively. The Royal Society of Chemistry.
