S N H Arylamination of 3-Nitropyridine: A Competitive Formation of 2-Arylamino-5-nitropyridines and 2-Arylamino-5-nitrosopyridines
Arylamination of 3-nitropyridine via the nucleophilic substitution of hydrogen leads to a mixture of 2-arylamino-5-nitropyridines and novel 2-arylamino-5-nitrosopyridines, with the latter as the major product. The proposed mechanism includes the formation of σ H -adducts and their further aromatizat...
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| Huvudupphovsmän: | , , , , , , , , , , , |
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| Materialtyp: | Статья |
| Språk: | English |
| Publicerad: |
Georg Thieme Verlag
2018
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| Länkar: | https://www.scopus.com/record/display.uri?eid=2-s2.0-85048859223&origin=resultslist&sort=plf-f&src=s&nlo=1&nlr=20&nls=afprfnm-t&affilName=north+caucasus+federal+university&sid=7dd261e865ec559740c571775d0b5e72&sot=afnl&sdt=sisr&cluster=scopubyr%2c%222018%22%2ct&sl=53&s=%28AF-ID%28%22North+Caucasus+Federal+University%22+60070541%29%29&ref=%28S+N+H+Arylamination+of+3-Nitropyridine%3a+A+Competitive+Formation+of+2-Arylamino-5-nitropyridines+and+2-Arylamino-5-nitrosopyridines%29&relpos=0&citeCnt=0&searchTerm= https://dspace.ncfu.ru/handle/20.500.12258/2905 |
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| Sammanfattning: | Arylamination of 3-nitropyridine via the nucleophilic substitution of hydrogen leads to a mixture of 2-arylamino-5-nitropyridines and novel 2-arylamino-5-nitrosopyridines, with the latter as the major product. The proposed mechanism includes the formation of σ H -adducts and their further aromatization proceeding either through an oxidative pathway or intramolecular Red/Ox pathway of the S N H reaction. Moreover, we have shown that nitroso compounds can be selectively oxidized with m -chloroperbenzoic acid to give the corresponding nitro derivatives or their N -oxides, depending on the reaction temperature and the amount of oxidant |
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