Tetrahedron

Synthesis, reactions and stereochemistry of 3-hydroxymethyl-2, 3-dihydro-4H-1, 3-benzoxazin-4-one and some perhydrogenated derivatives

F Fülöp, K Pihlaja, I Huber, G Bernáth, B Ribár, G Argay…

Index: Fueloep, Ferenc; Pihlaja, Kalevi; Huber, Imre; Bernath, Gabor; Ribar, Bela; et al. Tetrahedron, 1992 , vol. 48, # 23 p. 4963 - 4970

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Citation Number: 4

Abstract

3-Hydroxymethyl-2, 3-dihydro-4H-1, 3-benzoxazin-4-one and a number of its perhydrogenated derivatives were prepared from the corresponding 2- hydroxycarboxamides by treatment with a formaldehyde/formic acid mixture. Thermal decomposition of the 3-hydroxymethyl derivatives led to the previously unknown parent compounds. With one exception (14), both in the N-unsubstituted (16–18) and in the N- ...