Formation of adamantan-1-ols by the reactions of adamantanes with 2, 3-dichloro-5, 6-dicyano-p-benzoquinone (DDQ) in trifluoromethanesulfonic acid

…, Y Nishida, K Satsumabayashi, T Horaguchi

Index: Tanemura; Suzuki; Nishida; Satsumabayashi; Horaguchi Journal of the Chemical Society. Perkin Transactions 1, 2001 , # 24 p. 3230 - 3231

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Citation Number: 4

Abstract

DDQ is a well-known oxidising reagent, especially for reactions involving hydride abstraction from benzylic and allylic positions. But its use in the functionalization of alkanes involving hydride abstraction is not yet known. 6 The activity of DDQ is enhanced by the addition of protic or Lewis acids such as perchloric acid or BF 3 ĚOEt 2 . 7 If DDQ is activated by a super acid, 8 we predict that the oxidation of adamantanes is possible in spite of the extremely high oxidation ...