1-乙氧羰基-4-肼基薁與羰基化合物反應之研究

Study on the reaction of ethyl 4-hydrazinoazulene-1-carboxylate with carbonyl compounds

李宗杰(Tsung-Chieh Li)

指導教授 ： 吳吉輝

中原大學/理學院/化學研究所/碩士(2007年)

https://doi.org/10.6840/cycu200700553

摘要

無資料

關鍵字

併環 ； 偶氮 ； 薁

並列摘要

The distinction of azulene is different of naphthaline, especially for the chemistry.

The 1-ethoxycarbonyl-4-hydrazinoazulen reaction with carbonyl compounds catalyze with acids by one pot reaction. The end product of the reaction is the 5H-azuleno[1,8-c,d]-1,2-pyridazine or 3H-azuleno[1,8-c,d]-1,2-pyridazine.

The mechanism of the reaction is that 1-ethoxycarbonyl-4-hydrazinoazulene reaction carbonyl compounds to become the hydrazones, then cycloaddition for the azulene by catalyzing with acids, and becomes 4,5-diahydro-3H-azuleno [1,8-c,d]-1,2-pyridazine.

The 4,5-diahydro-3H-azuleno [1,8-c,d]-1,2-pyridazine oxidizes with oxidant. If the third site of fusing ring has hydrogen, it will becomes the cyclohydrazones. At the same time, the third site of fusing ring does not have hydrogen, it will becomes the azo ring.

The azo compound ( 3H-azuleno[1,8-c,d]-1,2-pyridazine ) disproantionation by heat to build the olefins at the third site in the azulene with high yield.

The character of 5H-azuleno[1,8-c,d]-1,2-pyridazine is large different with the azulene, and it is the new research for the azulene.

並列關鍵字

pyridazine ； Azulene