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Oxidation ofo-Methoxyphenols with a Hypervalent Iodine Reagent: Improved Synthesis of Asatone and Demethoxyasatone

1999; Wiley; Volume: 1999; Issue: 10 Linguagem: Inglês

10.1002/(sici)1099-0690(199910)1999

1434-193X

László Kürti, László Szilágyi, Sándor Antus, Mihäly Nógrádi,

Traditional and Medicinal Uses of Annonaceae

European Journal of Organic ChemistryVolume 1999, Issue 10 p. 2579-2581 Full Paper Oxidation of o-Methoxyphenols with a Hypervalent Iodine Reagent: Improved Synthesis of Asatone and Demethoxyasatone László Kürti, László Kürti Department of Organic Chemistry, Lajos Kossuth University, P.O. Box 20, H-4010 Debrecen, Hungary Fax: (internat.) + 36–52/453836Search for more papers by this authorLászló Szilágyi, László Szilágyi Department of Organic Chemistry, Lajos Kossuth University, P.O. Box 20, H-4010 Debrecen, Hungary Fax: (internat.) + 36–52/453836Search for more papers by this authorSándor Antus, Sándor Antus antus@kltesrv.klte.hu Search for more papers by this authorMihály Nógrádi, Mihály Nógrádi Research Group for Alkaloid Chemistry of the Hungarian Academy of Sciences, P.O. Box 91, H-1521 Budapest, HungarySearch for more papers by this author László Kürti, László Kürti Department of Organic Chemistry, Lajos Kossuth University, P.O. Box 20, H-4010 Debrecen, Hungary Fax: (internat.) + 36–52/453836Search for more papers by this authorLászló Szilágyi, László Szilágyi Department of Organic Chemistry, Lajos Kossuth University, P.O. Box 20, H-4010 Debrecen, Hungary Fax: (internat.) + 36–52/453836Search for more papers by this authorSándor Antus, Sándor Antus antus@kltesrv.klte.hu Search for more papers by this authorMihály Nógrádi, Mihály Nógrádi Research Group for Alkaloid Chemistry of the Hungarian Academy of Sciences, P.O. Box 91, H-1521 Budapest, HungarySearch for more papers by this author First published: October 1999 https://doi.org/10.1002/(SICI)1099-0690(199910)1999:10 3.0.CO;2-HCitations: 19AboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinkedInRedditWechat Abstract Oxidation of the 2-methoxyphenols 1c–f with phenyliodonium(III) diacetate (PIDA) in methanol resulted in the formation of the cyclohexa-2,4-dienones 4c–f, which dimerized spontaneously to a single product (5c–f) in each case. Using this method the synthesis of asatone (5a) and its demethoxy analogue (5b) was also accomplished starting from the readily available phenol derivatives 1a and 1b, respectively. Citing Literature Volume1999, Issue10October 1999Pages 2579-2581 RelatedInformation