Ambala Srinivas, Singh Rohit, Singh Maninder, Cham Pankaj Singh, Gupta Ria, Munagala Gurunadham, Yempalla Kushalava Reddy, Vishwakarma Ram A, Singh Parvinder Pal
Medicinal Chemistry Division, CSIR-Indian Institute of Integrative Medicine India
Academy of Scientific and Innovative Research India.
RSC Adv. 2019 Sep 25;9(52):30428-30431. doi: 10.1039/c9ra06414a. eCollection 2019 Sep 23.
Here, we have developed a simple, room temperature method for the nitration of olefins by using inexpensive sodium nitrite as a source of nitro groups in the presence of trifluoroacetic acid (TFA) and potassium persulfate (KSO) under an open atmosphere. Styrenes and mono-substituted olefins give stereo-selective corresponding -nitroolefins under optimized conditions, however, 1,1-bisubstituted olefins give a mixture of - and -nitroolefins. The optimized conditions work well with electron-donating, electron-withdrawing, un-substituted and heterocyclic styrenes and mono-substituted olefins and give corresponding nitroolefins with good to excellent yields.
在此,我们开发了一种简单的室温方法,用于烯烃的硝化反应。该方法在开放气氛下,以廉价的亚硝酸钠作为硝基源,在三氟乙酸(TFA)和过硫酸钾(KSO)存在下进行。在优化条件下,苯乙烯和单取代烯烃可立体选择性地生成相应的β-硝基烯烃,然而,1,1-二取代烯烃会生成β-和γ-硝基烯烃的混合物。优化条件对供电子、吸电子、未取代和杂环苯乙烯以及单取代烯烃均适用,并能以良好至优异的产率生成相应的硝基烯烃。