Synthesis of 4, 4-and 5, 5-disubstituted 4, 5-dihydro-6H-canthin-6-ones

J Hájíček, J Holubek, J Trojánek

Index: Hajicek, Josef; Holubek, Jiri; Trojanek, Jan Collection of Czechoslovak Chemical Communications, 1982 , vol. 47, # 10 p. 2749 - 2762

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Citation Number: 3

Abstract

Abstract The paper describes regiospecific synthesis of 4, 4-and 5, 5-disubstituted 4, 5- dihydro-6H-canthin-6-ones III and XVIII, starting from half-esters of 2, 3-disubstituted succinic acids, V and XIV. The formation of the anomalous 5, 5-disubstituted canthin-4, 6-diones XVII is ascribed to oxidation of the intermediate XIX. The 1 H NMR spectra of the compounds prepared are discussed.