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通过角形喹吖啶酮获得一种酞嗪衍生物。

Access to a Phthalazine Derivative Through an Angular -Quinacridone.

作者信息

Zhu Guanxing, Zhang Gang

机构信息

Jiangsu Co-Innovation Center for Efficient Processing and Utilization of Forest Products, College of Chemical Engineering, Nanjing Forestry University, Longpan Road 159, Nanjing, 210037, People's Republic of China.

出版信息

J Org Chem. 2021 Jan 1;86(1):1198-1203. doi: 10.1021/acs.joc.0c02344. Epub 2020 Dec 7.

Abstract

Intramolecular electrophilic cyclization of a bisanthranilate afforded an angular -quinacridone compound, which condensed with hydrazine to give a phthalazine derivative. A [2+2+2] cyclization reaction occurred at the C-N double bond position of phthalazine when reacted with dimethyl acetylenedicarboxylate. The structures of these novel compounds were confirmed by crystallographic analysis. The phthalazine derivative decomposes back to quinacridone at ambient condition in the dark and as a solid with a half lifetime of about 22 months.

摘要

双邻氨基苯甲酸酯的分子内亲电环化反应生成了一种角型喹吖啶酮化合物,该化合物与肼缩合得到一种酞嗪衍生物。当酞嗪与二甲基乙炔二羧酸酯反应时,在酞嗪的C-N双键位置发生了[2+2+2]环化反应。这些新型化合物的结构通过晶体学分析得以确证。该酞嗪衍生物在黑暗的环境条件下以固体形式在室温下分解回喹吖啶酮,半衰期约为22个月。

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