Synthesis of 1, 4-Diketones by Michael Addition of O-Aroylmandelonitriles Involving Rearrangement of Aroyl Group and Decyanation.

…, Y MATSUOKA, A NUMATA, T HIGASHINO

Index: Miyashita; Matsuoka; Numata; Higashino Chemical and Pharmaceutical Bulletin, 1996 , vol. 44, # 2 p. 448 - 450

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Citation Number: 8

Abstract

The anions derived form O-aroylmendelonitriles 1 reacted with Michael addition acceptors such as acrylonitrile (7) and methyl acrylate (10) to give the corresponding 1, 4-diketones 12, 13, and 15 in moderate to good yields. Under acidic conditions, the 1, 4-diketones 12, 13, and 15 were converted into the furans 17, 18 and 19 in good yields.