Metal-free, room temperature, acid-K2S2O8 mediated method for the nitration of olefins: an easy approach for the synthesis of nitroolefins
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 (K2S2O8) under an open atmosphere. Styrenes and mono-substituted olefins give...
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| Veröffentlicht in: | RSC advances 2019-09, Vol.9 (52), p.30428-30431 |
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| container_issue | 52 |
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| container_title | RSC advances |
| container_volume | 9 |
| creator | Ambala, Srinivas Singh, Rohit Singh, Maninder Pankaj Singh Cham Gupta, Ria Munagala, Gurunadham Kushalava Reddy Yempalla Vishwakarma, Ram A Parvinder Pal Singh |
| description | 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 (K2S2O8) under an open atmosphere. Styrenes and mono-substituted olefins give stereo-selective corresponding E-nitroolefins under optimized conditions, however, 1,1-bisubstituted olefins give a mixture of E- and Z-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. |
| doi_str_mv | 10.1039/c9ra06414a |
| format | Article |
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Styrenes and mono-substituted olefins give stereo-selective corresponding E-nitroolefins under optimized conditions, however, 1,1-bisubstituted olefins give a mixture of E- and Z-nitroolefins. 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Styrenes and mono-substituted olefins give stereo-selective corresponding E-nitroolefins under optimized conditions, however, 1,1-bisubstituted olefins give a mixture of E- and Z-nitroolefins. 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Styrenes and mono-substituted olefins give stereo-selective corresponding E-nitroolefins under optimized conditions, however, 1,1-bisubstituted olefins give a mixture of E- and Z-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.</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><pmid>35530202</pmid><doi>10.1039/c9ra06414a</doi><tpages>4</tpages><oa>free_for_read</oa></addata></record> |
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| identifier | EISSN: 2046-2069 |
| ispartof | RSC advances, 2019-09, Vol.9 (52), p.30428-30431 |
| issn | 2046-2069 |
| language | eng |
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| source | PubMed (Medline); DOAJ Directory of Open Access Journals; EZB Electronic Journals Library; PubMed Central Open Access |
| subjects | Alkenes Chemistry Mass spectra Nitration NMR Nuclear magnetic resonance Potassium persulfate Room temperature Sodium nitrite Styrenes Substitutes |
| title | Metal-free, room temperature, acid-K2S2O8 mediated method for the nitration of olefins: an easy approach for the synthesis of nitroolefins |
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