3164-74-7Relevant academic research and scientific papers
Ketones as electrophile in nitroaldol reaction: Synthesis of β,β-disubstituted-1,3-dinitroalkanes and allylic nitro compounds
Costa, Jeronimo S.,Gomes, Alex O.,Pereira, Vera Lúcia P.,de Souza, Douglas L. F.
, p. 1575 - 1583 (2021/07/06)
β,β-Disubstituted-1,3-dinitro compounds were obtained exclusively with an overall yield of 83% through a domino nitroaldol/elimination/1,4-addition process, when excess nitromethane was added to cyclohexanone or butanone using DBU (1,8-diazabicyclo[5.4.0]
1,3-Difunctionalization of β-alkyl nitroalkenes via combination of Lewis base catalysis and radical oxidation
Wang, Ye,Zheng, Lei,Shi, Xiaodong,Chen, Yunfeng
supporting information, p. 886 - 889 (2021/02/01)
Upon treatment with a Lewis base catalyst, β-alkyl-substituted nitroalkenes could be readily converted into allylic nitro compounds. Examples of either C-1 or C-3 functionalization methods have been reported through nitro-elimination, giving alkene products. In this work, successful 1,3-difunctionalization was achieved through a synergetic Lewis base catalysis and TBHP radical oxidation, giving vinylic alkoxyamines in good to excellent yields. This work further extended the general synthetic application of β-alkyl nitroalkenes.
A convenient two-step procedure for the synthesis of di- and trisubstituted α-nitroalkenes from tertiary β-nitro alcohols
Ferrand,Schneider,Gerardin,Loubinoux
, p. 4329 - 4336 (2007/10/03)
Treatment of tertiary β-nitro alcohols I, obtained by addition of lithium α-lithionitronates to ketones, with acetic anhydride followed by 1 equivalent of potassium methoxide or t-butoxide, according to the nature of R2, gives α-nitroalkenes II
