Regioselective [5,5]-Sigmatropic Rearrangement Reactions of Aryl Hydrazides
2006; American Chemical Society; Volume: 8; Issue: 10 Linguagem: Inglês
10.1021/ol060451+
ISSN1523-7060
AutoresHong‐Min Kang, Young‐Kwan Lim, In‐Jee Shin, Hee-Yeon Kim, Cheon‐Gyu Cho,
Tópico(s)Structural and Chemical Analysis of Organic and Inorganic Compounds
Resumo[reaction: see text] N,N'-Aryl hydrazides with substituents at the ortho or meta positions undergo highly regioselective [5,5]-sigmatropic rearrangement reactions to furnish benzidines in good to excellent isolated yields. The presence of single substituent at either the ortho or meta position provides sufficient bias, effectively suppressing the formation of diphenylene, the major byproduct of the conventional benzidine rearrangement reaction.
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