89128-07-4Relevant academic research and scientific papers
Transition-metal-catalyzed arylation of nitroimidazoles and further transformations of manipulable nitro group
Iaroshenko, Viktor O.,Gevorgyan, Ashot,Mkrtchyan, Satenik,Arakelyan, Knar,Grigoryan, Tatevik,Yedoyan, Julietta,Villinger, Alexander,Langer, Peter
, p. 2103 - 2119 (2015/04/14)
Pd- or Ni-catalyzed C-H arylation of 4-nitroimidazole derivatives directed by a manipulable nitro group was developed. The reaction tolerates a wide range of substituted aryl halides and 4-nitroimidazoles. The experiments indicated that the nitro group has influence on regioselectivity of the reaction. In addition, we have shown that the efficiency of the Suzuki-Miyaura cross-coupling reaction of nitroimidazoles is slightly lower in comparison to the direct C-H arylation. The exploration of the chemical potential of the nitro group and a putative reaction mechanism are discussed.
Regioselective Alkylation of 4(5)-Nitro-1H-Imidazoles in Acidic Media: Study of Temperature Effects
Rao, A. K. S. Bhujanga,Rao, C. Gundu,Singh, B. B.
, p. 2399 - 2402 (2007/10/02)
Alkylation of 4(5)-nitro-1H-imidazoles in acidic media with reactive alkylating agents such as benzyl chloride and allyl bromide resulted in the predominant formation of the 5-nitro isomers at lower temperatures (75 deg C) and the 4-nitro isomers at higher temperatures (140 deg C).With less reactive alkylating agents, only the 5-nitro isomers were produced irrespective of temperature.The mechanism was shown to involve quaternization of the initially formed 1-alkyl-5-nitro-1H-imidazoles followed by preferential dealkylation to yield the thermodynamically more stable 4-nitro-1H-imidazoles.
Solid-liquid phase-transfer catalytic method for N-alkylation of nitroimidazole
Liu,Chen,Cao,Li
, p. 2611 - 2615 (2007/10/02)
A variety of 1-alkyl-2-methyl-4-nitroimidazoles have been synthesized with a solid-liquid phase-transfer catalytic method in excellent yields.
A facile high yielding method for synthesis of N-alkyl-4-nitroimidazoles
Bhujanga Rao,Gundu Rao,Sing
, p. 427 - 433 (2007/10/02)
A high yielding and fast reaction for the synthesis of a variety of N-alkyl 4-nitroimidazoles has been described. This method involves reaction of 2-methyl-4(5)-nitro-1H-imidazole with suitable alkyl halides in K2CO3/DMF at 110-120°C.
