Selectivity of attack in nucleophilic alkylation of nitroarenes with Grignard reagents. Reactivity of some substituted nitrobenzenes and nitronaphthalenes

G Bartoli, M Bosco, A Melandri…

Index: Bartoli,G. et al. Journal of Organic Chemistry, 1979 , vol. 44, # 13 p. 2087 - 2092

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Citation Number: 20

Abstract

Results Reactivity of nitrobenzene (1) and p-phenoxy (2), p-(phenylthio)(3), p- (methylthio)(4), p-fluoro (5), p-chloro (6), p-methoxy (7 1, and p-(N, N-dimethylamino) derivatives with methyl-(a), n-butyl-(b),(2-phenylethy1)-(c), sec-butyl-(d), and benzyl-(e) magnesium halides in tetrahydrofuran or diethyl ether was investigated. Similar studies were performed on 1-nitro-2-methoxy-(8) and on I-methoxy-2-nitro (9) naphthalenes