β-硝基苯乙烯系列和有機鋰或有機銅鋰試劑反應之探討
碩士 === 國立臺灣師範大學 === 化學學系 === 85 === β-Nitrostyrenes can react with Organolithium reagents to form 1,4-addition products such as primary nitroalkanes after workup with diluie aqueous acid solution. It is expected to under go Nef or Meyer reaction to generate the carbonyl compounds or carboxylic...
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| Format: | Others |
| Language: | zh-TW |
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1997
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| Online Access: | http://ndltd.ncl.edu.tw/handle/30720134473232030808 |
| Summary: | 碩士 === 國立臺灣師範大學 === 化學學系 === 85 ===
β-Nitrostyrenes can react with Organolithium reagents to form 1,4-addition products such as primary nitroalkanes after workup with diluie aqueous acid solution. It is expected to under go Nef or Meyer reaction to generate the carbonyl compounds or carboxylic acids if the intermediate-nitronates are slowly added to the ice cold concentrated HX(aq) solution Surprisingly, the hydroximoyl halides are formed when the halide ions trap the reactive intermediates. Hydroximoyl halides can be converted into nitrile oxides with base. It is known that nitrile oxides undergo 1,3-dipolar cycloaddition with alkenes or alkynes to generate stereospecific or stereoselective of 2-isoxazolines or isoxazoles.
Reactions of β-nitrostyrenes with Lithium Organocuprates will generate nitroalkanes after workup with dilute aqueous acid solution. If the intermediates are slowly added to the ice cold concentrated HX(aq) solution, the products are hydroximoyl halides and nitroalkanes.
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