Canadian Journal of Chemistry

Nucleophilic photosubstitutions of o-methoxynitrobenzenes

NJ Bunce, KL Stephenson

Index: Bunce, Nigel J.; Stephenson, Karen Labonte Canadian Journal of Chemistry, 1989 , vol. 67, p. 220 - 226

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Citation Number: 13

Abstract

We report a new synthesis of 3-nitroveratrole, based on the directed lithiation of veratrole, and photochemical substitutions of both 3-nitroveratrole and o-nitroanisole with several nucleophiles. Both aromatic substrates undergo photocyanation meta to the nitro group. With hydroxide ion, 3-nitroveratrole reacts meta to the nitro group, but 2-nitroanisole undergoes replacement of either substituent, the proportion of reaction at each site ...

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