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一种将N,N-二取代肼的N-N键断裂生成仲胺以及萘酚及其类似物直接邻位胺化的新方法。

A new method for N-N bond cleavage of N,N-disubstituted hydrazines to secondary amines and direct ortho amination of naphthol and its analogues.

作者信息

Tang Qiang, Zhang Chao, Luo Meiming

机构信息

Key Laboratory of Green Chemistry and Technology of Ministry of Education at Sichuan University, College of Chemistry, Sichuan University, Chengdu 610064, PR China.

出版信息

J Am Chem Soc. 2008 May 7;130(18):5840-1. doi: 10.1021/ja711153b. Epub 2008 Apr 12.

DOI:10.1021/ja711153b
PMID:18407635
Abstract

An unexpected reaction of N,N-disubstituted hydrazine with naphthol and its analogues under simply thermal conditions has been disclosed. 2-Naphthol reacted with various N,N-disubstituted hydrazines under argon to afford 1-amino-2-naphthol and the corresponding secondary amines in excellent yields. Ortho amination of 2-naphthols, hydroxyquinoline, and naphthalenamine occurred when they reacted with N-methyl-N-phenylhydrazine.

摘要

已揭示了N,N-二取代肼在简单热条件下与萘酚及其类似物发生的意外反应。在氩气氛围下,2-萘酚与各种N,N-二取代肼反应,以优异的产率得到1-氨基-2-萘酚和相应的仲胺。当2-萘酚、羟基喹啉和萘胺与N-甲基-N-苯基肼反应时,会发生邻位胺化反应。

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