{"title":"苯并呋喃二酮和萘呋喃二酮的热反应和光反应","authors":"W. Horspool, G. D. Khandelwal","doi":"10.1039/J39710003328","DOIUrl":null,"url":null,"abstract":"New thermal reactions of benzo- and naphtho-furandiones with some nucleophiles are reported. This has led to the synthesis of 3-diazobenzofuranone and 1-diazonaphthofuranone. The photo-decarbonylation of 2,3-dihydrobenzofuran-2,3-dione (1a), the corresponding 6-methyl compound (1b), and 1,2-dihydronaphtho[2,1-b]furan-1,2-dione (5) has been studied. Our results suggest that the intermediate in the reaction is a keto-keten. This could be trapped by water, phenols, and more importantly by carboxylic acids to afford anhydrides.","PeriodicalId":17245,"journal":{"name":"Journal of The Chemical Society C: Organic","volume":"26 1","pages":"3328-3331"},"PeriodicalIF":0.0000,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"5","resultStr":"{\"title\":\"Some thermal and photo-reactions of benzo- and naphtho-furandiones (coumarandiones)\",\"authors\":\"W. Horspool, G. D. Khandelwal\",\"doi\":\"10.1039/J39710003328\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"New thermal reactions of benzo- and naphtho-furandiones with some nucleophiles are reported. This has led to the synthesis of 3-diazobenzofuranone and 1-diazonaphthofuranone. The photo-decarbonylation of 2,3-dihydrobenzofuran-2,3-dione (1a), the corresponding 6-methyl compound (1b), and 1,2-dihydronaphtho[2,1-b]furan-1,2-dione (5) has been studied. Our results suggest that the intermediate in the reaction is a keto-keten. This could be trapped by water, phenols, and more importantly by carboxylic acids to afford anhydrides.\",\"PeriodicalId\":17245,\"journal\":{\"name\":\"Journal of The Chemical Society C: Organic\",\"volume\":\"26 1\",\"pages\":\"3328-3331\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"1971-01-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"5\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of The Chemical Society C: Organic\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://doi.org/10.1039/J39710003328\",\"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 The Chemical Society C: Organic","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1039/J39710003328","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
Some thermal and photo-reactions of benzo- and naphtho-furandiones (coumarandiones)
New thermal reactions of benzo- and naphtho-furandiones with some nucleophiles are reported. This has led to the synthesis of 3-diazobenzofuranone and 1-diazonaphthofuranone. The photo-decarbonylation of 2,3-dihydrobenzofuran-2,3-dione (1a), the corresponding 6-methyl compound (1b), and 1,2-dihydronaphtho[2,1-b]furan-1,2-dione (5) has been studied. Our results suggest that the intermediate in the reaction is a keto-keten. This could be trapped by water, phenols, and more importantly by carboxylic acids to afford anhydrides.
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