{"title":"2-氯-3-氧丁酸甲酯的光解反应","authors":"V. Enev, I. Petkov, L. Markova, P. Markov","doi":"10.1016/0047-2670(87)80042-4","DOIUrl":null,"url":null,"abstract":"<div><p>Irradiation of methyl 2-chloro-3-oxobutanoate (<strong>I</strong>) in 50% ethanol yielded methyl 3-oxobutanoate, 2-methyl-2-pentanol-4-one, 2,5-dioxohexane-3,4-dicarboxylic acid dimethyl ester, 4-hydroxy-4,5-dimethyltetra-hydrofuran-2-one, 2,4-dimethylfuran-3,5-dicarboxylic acid dimethyl ester, 2,4-dimethyl-3-acetyl-2,3-dihydrofuran-3,5-dicarboxylic acid dimethyl ester and 1,4-dimethyl-6-acetyl-3,5,6-trimethoxycarbonyl-2-oxabicyclo[3.1.0]hex-3-ene.</p><p>The photolysis of <strong>I</strong> involved homolytic cleavage of the CCl bond, α-cleavage and α-elimination of hydrogen chloride, the last step resulting in the intermediate formation of carbomethoxyacylcarbene.</p><p>A possible route for the formation of the reaction products is discussed.</p></div>","PeriodicalId":16771,"journal":{"name":"Journal of Photochemistry","volume":"39 2","pages":"Pages 333-341"},"PeriodicalIF":0.0000,"publicationDate":"1987-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1016/0047-2670(87)80042-4","citationCount":"3","resultStr":"{\"title\":\"Photolysis of methyl 2-chloro-3-oxobutanoate\",\"authors\":\"V. Enev, I. Petkov, L. Markova, P. Markov\",\"doi\":\"10.1016/0047-2670(87)80042-4\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>Irradiation of methyl 2-chloro-3-oxobutanoate (<strong>I</strong>) in 50% ethanol yielded methyl 3-oxobutanoate, 2-methyl-2-pentanol-4-one, 2,5-dioxohexane-3,4-dicarboxylic acid dimethyl ester, 4-hydroxy-4,5-dimethyltetra-hydrofuran-2-one, 2,4-dimethylfuran-3,5-dicarboxylic acid dimethyl ester, 2,4-dimethyl-3-acetyl-2,3-dihydrofuran-3,5-dicarboxylic acid dimethyl ester and 1,4-dimethyl-6-acetyl-3,5,6-trimethoxycarbonyl-2-oxabicyclo[3.1.0]hex-3-ene.</p><p>The photolysis of <strong>I</strong> involved homolytic cleavage of the CCl bond, α-cleavage and α-elimination of hydrogen chloride, the last step resulting in the intermediate formation of carbomethoxyacylcarbene.</p><p>A possible route for the formation of the reaction products is discussed.</p></div>\",\"PeriodicalId\":16771,\"journal\":{\"name\":\"Journal of Photochemistry\",\"volume\":\"39 2\",\"pages\":\"Pages 333-341\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"1987-08-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://sci-hub-pdf.com/10.1016/0047-2670(87)80042-4\",\"citationCount\":\"3\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Photochemistry\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/0047267087800424\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Photochemistry","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/0047267087800424","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
Irradiation of methyl 2-chloro-3-oxobutanoate (I) in 50% ethanol yielded methyl 3-oxobutanoate, 2-methyl-2-pentanol-4-one, 2,5-dioxohexane-3,4-dicarboxylic acid dimethyl ester, 4-hydroxy-4,5-dimethyltetra-hydrofuran-2-one, 2,4-dimethylfuran-3,5-dicarboxylic acid dimethyl ester, 2,4-dimethyl-3-acetyl-2,3-dihydrofuran-3,5-dicarboxylic acid dimethyl ester and 1,4-dimethyl-6-acetyl-3,5,6-trimethoxycarbonyl-2-oxabicyclo[3.1.0]hex-3-ene.
The photolysis of I involved homolytic cleavage of the CCl bond, α-cleavage and α-elimination of hydrogen chloride, the last step resulting in the intermediate formation of carbomethoxyacylcarbene.
A possible route for the formation of the reaction products is discussed.
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