Fe-catalyzed cycloaddition of indoles and o-phthalaldehyde for the synthesis of benzo[b]carbazoles with TMSCl- or acid-responsive properties

Zou Jin-Feng; Wang Hu; Li Li; Xu Zheng; Yang Ke-Fang; Xu Li-Wen

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Fe-catalyzed cycloaddition of indoles and o-phthalaldehyde for the synthesis of benzo[b]carbazoles with TMSCl- or acid-responsive properties

机译：铁催化的吲哚和邻苯二甲醛环加成反应合成具有TMSCl或酸响应特性的苯并[b]咔唑

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The one-pot iron-catalyzed cycloaddition of indole and o-phthalaldehyde afforded indolyl benzo[b]carbazoles via sequential carbon-carbon bond-forming addition, cyclization involving intramolecular alkylation and aromatization forming a benzene ring. In addition, the fluorescence properties of such indolyl benzo[b]carbazoles were investigated, in which significant changes in fluorescent intensity were observed upon the addition of trimethylchlorosilane (TMSCl) or trifluoroacetic acid (TFA).

机译：一锅铁催化的吲哚和邻苯二甲醛环加成反应通过依次形成碳-碳键的加成，涉及分子内烷基化的环化和形成苯环的芳构化得到吲哚基苯并[b]咔唑。另外，研究了这种吲哚基苯并[b]咔唑的荧光性质，其中在添加三甲基氯硅烷（TMSCl）或三氟乙酸（TFA）时观察到荧光强度的显着变化。

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《RSC Advances》 |2014年第88期|共6页
作者
Zou Jin-Feng; Wang Hu; Li Li; Xu Zheng; Yang Ke-Fang; Xu Li-Wen;
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正文语种 eng
中图分类化学;
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1. Fe-catalyzed cycloaddition of indoles and o-phthalaldehyde for the synthesis of benzo[b]carbazoles with TMSCl- or acid-responsive properties [J] . Zou Jin-Feng, Wang Hu, Li Li, RSC Advances . 2014,第88期

机译：铁催化的吲哚和邻苯二甲醛环加成反应合成具有TMSCl或酸响应特性的苯并[b]咔唑
2. Synthesis and cytotoxicity studies of cyclohepta[b]indoles, benzo[6,7]cyclohepta[1,2-b]indoles, indeno[1,2-b]indoles, and benzo[a]carbazoles [J] . Hong BC, Jiang YF, Chang YL, Journal of the Chinese Chemical Society. . 2006,第3期

机译：环庚[b]吲哚，苯并[6,7]环庚[1,2-b]吲哚，茚并[1,2-b]吲哚和苯并[a]咔唑的合成及细胞毒性研究
3. Direct synthesis of benzo[a]carbazoles by palladium-catalyzed domino reactions: synthesis and photophysical properties of diverse benzo[a]carbazoles [J] . Ghanbari Mohammad, Kianmehr Ebrahim, Behzad Sara Karimi, Journal of the Iranian Chemical Society . 2016,第1期

机译：通过钯催化的多米诺骨牌反应直接合成苯并[a]咔唑：各种苯并[a]咔唑的合成和光物理性质
4. Synthesis and Photophysical Properties of Benzo and Naphthoazulenes [C] . Akari Yamazaki, Taku Shoji 日本化学会春季年会 . 2020

机译：苯并和萘碱的合成与光学性质
5. Recent advances in indole aryne cycloaddition chemistry. Part I: Total synthesis of (+/-)-cis-trikentrin B. Part II: Investigation into the regioselectivity of 6,7-indole aryne cycloadditions. Part III: Synthesis and reactions of novel tribromoindoles. [D] . Nerurkar, Alok. 2015

机译：吲哚芳烃环加成化学的最新进展。第一部分：（+/-）-顺式trikentrin B的全合成。第二部分：6,7-吲哚亚芳基环加成反应的区域选择性研究。第三部分：新型三溴吲哚的合成与反应。
6. Correction to Synthesis of Heterocycles via Pd-Ligand Controlled Cyclization of 2-chloro-N-(2-vinyl)aniline: Preparation of Carbazoles Indoles Dibenzazepines and Acridines [O] . -1

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7. Synthesis of indolines and indoles via intramolecular 4 + 2 cycloaddition of ynamides and conjugated enynes ; Synthesis of nitrogen heterocycles in supercritical carbon dioxide [O] . Dunetz Joshua Ross 2005

机译：通过ynamides和共轭烯炔的分子内4 + 2环加成合成二氢吲哚和吲哚;超临界二氧化碳中氮杂环化合物的合成

Fe-catalyzed cycloaddition of indoles and o-phthalaldehyde for the synthesis of benzo[b]carbazoles with TMSCl- or acid-responsive properties

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