NOVEL CARBON–CARBON BOND CLEAVAGE REACTIONS OF α-AZOHYDROPEROXIDES
- 5 October 1982
- journal article
- research article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 11 (10) , 1607-1610
- https://doi.org/10.1246/cl.1982.1607
Abstract
1-Phenylazo-l-hydroperoxycyclohexanes, easily prepared by the autoxidation of cyclohexanone phenyl hydrazones, have been found to undergo C(1)–C(2) bond cleavages when treated with acids, bases, or reducing reagents under mild conditions. Thus 6-oxoalkanoic acids and their derivatives have been obtained in good yields from 2-hydroxycyclohexanone derivatives. The 2-hydroxyl group seems to play an important role for the cleavage.Keywords
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