Metal-free, room temperature, acid-KSO 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 (K 2 S 2 O 8 ) under an open atmosphere. Styrenes and mono-substituted olefins...
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| Veröffentlicht in: | RSC advances 2019-09, Vol.9 (52), p.3428-3431 |
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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 Cham, Pankaj Singh Gupta, Ria Munagala, Gurunadham Yempalla, Kushalava Reddy Vishwakarma, Ram A Singh, Parvinder Pal |
| 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 (K
2
S
2
O
8
) 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.
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 TFA and potassium persulphate under an open atmosphere. |
| doi_str_mv | 10.1039/c9ra06414a |
| format | Article |
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2
S
2
O
8
) 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.
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2
S
2
O
8
) 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.
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2
S
2
O
8
) 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.
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 TFA and potassium persulphate under an open atmosphere.</abstract><doi>10.1039/c9ra06414a</doi><tpages>4</tpages></addata></record> |
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| ispartof | RSC advances, 2019-09, Vol.9 (52), p.3428-3431 |
| issn | 2046-2069 |
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| recordid | cdi_rsc_primary_c9ra06414a |
| source | DOAJ Directory of Open Access Journals; Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals; PubMed Central; PubMed Central Open Access |
| title | Metal-free, room temperature, acid-KSO mediated method for the nitration of olefins: an easy approach for the synthesis of nitroolefins |
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