Australian Journal of Chemistry

Nucleophilic Substitution Reactions of Tetrabutylammonium aci-Nitronates with p-Substituted Nitrobenzenes

RK Norris, D Randles

Index: Norris,R.K.; Randles,D. Australian Journal of Chemistry, 1979 , vol. 32, p. 2413 - 2422

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Citation Number: 11

Abstract

Abstract The reactions of tetrabutylammonium aci-nitronates with p-dinitrobenzene in dimethyl sulfoxide, benzene or acetone proceed far more rapidly than the reactions of the corresponding lithium salts and give, in unhindered cases, good yields of C-arylates, eg p-(1- methyl-1-nitroethyl) nitrobenzene (in 73-89% yields) and p-nitro (l, 3, 3-trimethyl-1- nitrobuty1) benene (in 70% yield). With more sterically hindered nitronates, O-arylation ...

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