Tetrahedron

Reactions of arylazosulfones with the conjugate bases of (tert-butoxycarbonyl) methyl and tosylmethyl isocyanide. Synthesis of substituted 1-arylimidazoles

C Dell'Erba, M Novi, G Petrillo, C Tavani

文献索引：Dell'Erba, Carlo; Novi, Marino; Petrillo, Giovanni; Tavani, Cinzia Tetrahedron, 1997 , vol. 53, # 6 p. 2125 - 2136

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被引用次数: 12

摘要

The reactions of arylazosulfones 1 (ArN NSO2Ar1) with the potassium salts of (tert- butoxycarbonyl) methyl 2 and tosylmethyl isocyanide 3 in DMSO afford 4, 5-bis (tert- butoxycarbonyl)-4 and 4-tosyl-1-arylimidazoles 5, respectively. Yields of imidazoles 4 and 5 vary from moderate to excellent depending on the nature both of Ar in 1 and of the nucleophile (2 or 3) employed. A comparison of the results obtained with those relevant to ...