Carbene Reactivity of 4-Diazo-4 H-imidazoles toward Nucleophiles and Aromatic Compounds

…, CJ Hayes, MFG Stevens, CJ Moody

文献索引：Smith, Matthew R.; Blake, Alexander J.; Hayes, Christopher J.; Stevens, Malcolm F. G.; Moody, Christopher J. Journal of Organic Chemistry, 2009 , vol. 74, # 24 p. 9372 - 9380

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被引用次数: 10

摘要

Carbenes derived from diazoimidazolecarboxylates 4 under thermal or photochemical conditions undergo O− H and N− H insertion reactions with alcohols and amines, respectively, in moderate yield, in competition with reduction in good H-donor solvents. Dichloromethane reacts to give the corresponding 4-chloroimidazole. Aromatic hydrocarbons are excellent traps for the imidazolylidene carbene and lead to a range of ...