Acylanthranils. 3. The influence of ring substituents on reactivity and selectivity in the reaction of acylanthranils with amines

LA Errede, HT Oien, DR Yarian

Index: Errede,L.A. et al. Journal of Organic Chemistry, 1977 , vol. 42, p. 12 - 18

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Citation Number: 61

Abstract

Sixteen acylanthranils were prepared and allowed to react with primary amines to give the corresponding benzamides, 4, and/or quinazolones, 5, which confirms the results of other investigators. The product distributions, however, are consistent with our recent suggestion that these products are formed competitively via alternative pathways A and B, as indicated in Scheme I, rather than sequentially 5 from 4 as believed originally. Although ring ...