Synthesis and 1, 3??dipolar cycloaddition reactions of N??Aryl??C, C??dimethoxycarbonylnitrones

Y Tomioka, C Nagahiro, Y Nomura…

Index: Tomioka, Yukihiko; Nagahiro, Chie; Nomura, Yumiko; Maruoka, Hiroshi Journal of Heterocyclic Chemistry, 2003 , vol. 40, # 1 p. 121 - 127

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Citation Number: 26

Abstract

Abstract Arylnitroso compounds 1–3 easily reacted with dimethyl bromomalonate to give the corresponding N-aryl-C, C-dimethoxycarbonylnitrones (4–6). Treatment of C, C- dimethoxycarbonyl-N-(1-naphthyl) nitrone (4) with acetylene compounds (dimethyl acetylenedicarboxylate, methyl 2-butynoate or ethyl phenylpropiolate) caused 1, 3-dipolar cycloaddition to furnish the corresponding 1H-benz [g] indolines (7a-c). In a similar ...