Development of Innovative Synthetic Method of Diazanaphthalene Rings from Hydrazine-Carbonyl Analogs and TCNE

苯基肼、羰基和TONE三组分体系的反应，发现了具有创新意义的合成二氮杂萘的新反应，这是医药和功能材料的重要关键化合物。结果是显而易见的，如下图所示。1)考察了反应介质、溶剂、反应温度等不同反应条件下二氮杂萘的合成。结果建立了新的合成方法，并通过取代和官能团对其应用范围进行了说明。2)根据调查结果，从1进行了各种调查。结果清楚地表明，反应最初是由电荷转移引发的，通过在腙和TONE之间形成额外的中间物（1:1），消除甲基，最后由TCNE的ON形成环。

Innovative new synthetic reaction of diazanaphthalenes which are important as key compounds for medicines and functional materials, were found by the reaction of three components system of phenyihydrazines, carbonyls and TONE.The results were noticeable such as showing below.1)Synthesis of diazanaphthalenes was investigated by the various reaction conditions such as reaction media, solvents and reaction temperature. The results were obtained the establishment of new synthetic method and the elucidation for the range of application by substitution and functional group.2)Based on the finding results from the 1 was variously investigated.The results clearly suggest that the reaction proceed initially by the initiation with a charge transfer, via formation of additional intermediate between hydrazone and TONE (1 : 1), elimination of methyl group and finally ring formation by ON of TCNE.