β-Elimination of the isonitrile group in alkylation reactions of C–H acids activated by the isonitrile function

M Jawdosiuk, M Umiński

Index: Jawdosiuk, Mikolaj; Uminski, Maciej Journal of the Chemical Society, Chemical Communications, 1982 , # 17 p. 979 - 980

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Abstract

During phase-transfer alkylation of the isonitriles R1 R2CHNC with X-CH2-Y, where X is a leaving group and Y an electron withdrawing group, some of the alkylation products undergo p-elimination of the isonitrile function to yield R1 R2C=CHY. ... The phase-transfer technique has been successfully employed for the alkylation of various classes of CH acids1 During our work on phase-transfer alkylation of diphenylmet hyl isocyanide (1) with nitrobenzyl halides we unexpectedly ...