Organic letters

Conversion of N-Aromatic Amides to O-Aromatic Esters

DT Glatzhofer, RR Roy, KN Cossey

文献索引：Glatzhofer, Daniel T.; Roy, Raymond R.; Cossey, Kimberly N. Organic Letters, 2002 , vol. 4, # 14 p. 2349 - 2352

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被引用次数: 31

摘要

N-Aromatic secondary amides can be transformed into O-aromatic esters in high yield via N- nitrosamide intermediates. The amides can be generated in situ from the corresponding aromatic amines or nitro compounds, and phenols can easily be made from the esters. The reaction can be modified by addition of methyl methacrylate or toluene at 0° C to give polymerization or deamination, respectively. The rearrangement mechanism may involve ...