The Journal of Organic Chemistry

Dianions derived from glutarimide, 3, 5-morpholinedione, and 3, 5-thiomorpholinedione as useful new synthetic intermediates

JF Wolfe, TG Rogers

Index: Wolfe,J.F.; Rogers,T.G. Journal of Organic Chemistry, 1970 , vol. 35, p. 3600 - 3607

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Citation Number: 14

Abstract

Glutarimide, 3, 5-morpholinedione, and 3, 5-thiomorpholinedione were converted to their respective dianions by means of slightly more than 2 mol equiv of sodium amide in liquid ammonia. Reactions of the dianions derived from glutarimide and 3, 5-morpholinedione with alkyl halides and carbonyl compounds afforded 01-substituted derivatives of the parent heterocycles. The dianion of 3, 5-thiomorpholinedione gave a similar monosubstituted ...