Tetrahedron Letters

New 1, 1-amino hydroperoxides from regioselective oxygenation of 4-(n-arylmethyleneamino)-2, 6-di-t-butylphenols.

A Nishinaga, T Shimizu, T Matsuura

Index: Nishinaga, A.; Shimizu, T.; Matsuura, T. Tetrahedron Letters, 1980 , vol. 21, p. 1265 - 1268

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Citation Number: 13

Abstract

The oxygenation of 4-(N-arylmethyleneamino)-2, 6-di-t-butylphenols with Co (Salpr), a five coordinate Co (I1) Schiff base complex, in CH2C12 results in the regioselective hydroperoxylation at the imino carbon to give N-(1-aryl-1-hydroperoxymethyl)-3, 5-di-tbutyl- R-benzoquinone mnoimines, which give exclusively the corresponding amides and 2, 6-di-t- butyl-e-benzoquinone in an aerobic solution of KOH in 90% EtOH.