Reactions of β-aroylacrylic acids with N-nucleophiles

RD Khachikyan, NV Karamyan, HA Panosyan…

Index: Khachikyan; Karamyan; Panosyan; Injikyan Russian Chemical Bulletin, 2005 , vol. 54, # 8 p. 1982 - 1986

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Citation Number: 5

Abstract

Abstract Reactions of NH 2 OH· HCl with β-aroylacrylic acids proceed ambiguously: a nucleophile attacks either the carbonyl group or the C= C bond. In the latter case, the resulting α-hydroxyl-amino derivative converts into enamine, probably via dehydration followed by isomerization. Addition of 1, 2, 4-triazole to the C= C bond of β-(p-toluyl) acrylic acid followed by refluxing of their adduct with 60% NH 2 NH 2· H 2 O gave a ...