Substitution reactions which proceed via radical anion intermediates. 24. Electron-transfer chain-substitution reactions of ambident anions

…, P Ackermann, RT Swiger

文献索引：Kornblum, Nathan; Ackermann, Peter; Swiger, R. T. Journal of Organic Chemistry, 1980 , vol. 45, # 26 p. 5294 - 5298

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被引用次数: 23

摘要

In discussing this question it is useful to remember that treatment of a nitroparaffin salt with an alkyl halide ordinarily results in oxygen alkylation, whereas Michael additions routinely give the carbon alkylate. Oxygen alkylation of a nitroparaffin salt is a simple SN2 displacement, 2p3 a single-stage irreversible process subject to kinetic control, eg, as in eq 6. In contrast, the Michael reaction is a multistage process which is subject to ...