王东方,符鑫博,赵雅楠,李阳,高文涛.化学通报,2017,80(1):69-76. |
卤素功能化的6-氢(烷基)-6H-吲哚[2,3-b]并喹喔啉的合成研究 |
Study on Synthesis of Halo-functionalized 6-Hydrogen(hydrocarbyl)-6H-Indolo[2,3-b]quinoxaline |
投稿时间:2016-05-20 修订日期:2016-07-01 |
DOI: |
中文关键词: 6H-吲哚[2,3-b]并喹喔啉 卤素功能化 烷基化 卤代靛红 邻苯二胺 |
英文关键词:6H-indolo[2,3-b]quinoxaline, halo-functionalized, alkylation, halogenated isatin, 1,2-diaminobenzene |
基金项目:国家自然科学基金项目(21476028);国家自然科学基金项目(21402011) |
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中文摘要: |
本文介绍了以5-卤代靛红1a~1d为原料, 经氮上烷基化得到1-烷基卤代靛红2a~2t,化合物1a~1d,2a~2t在冰醋酸为溶剂条件下与邻苯二胺反应,以65%~88%的收率,简便地合成了24种6H-吲哚[2,3-b]并喹喔啉衍生物3a~3x。化合物3c, 3d, 3f, 3j, 3l, 3q, 3r, 3s~3x未见文献报道,其结构经红外光谱、核磁共振氢谱(碳谱)和高分辨质谱确认。 |
英文摘要: |
5-Halogenated isatins (1a~1d) as the raw materials were first alkylated at the nitrogen atom to give the corresponding 1-alkyl-5-halogenated isatins (2a~2t). Subsequently, the isatins 1a~1d and 2a~2t were subjected to the condensation reaction with 1,2-diaminobenzene in acetic acid to afford a series of 6H-indolo[2,3-b]quinoxaline derivatives (3a~3x) with yields of 65%~88%. The compounds 3c, 3d, 3f, 3j, 3l, 3q, 3r, 3s~3x were new and their structures had been confirmed by IR, 1H NMR, 13C NMR spectra and HRMS. |
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