Synthesis of new fluorescent building blocks via the microwave-assisted annulation reaction of 1,1,2-trimethyl-1H-benzo[e]indole with acrylic acid and its derivatives

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• 作者：Rasa Steponavi膷i奴t臈^a ; Vytas Martynaitis^a ; Aurimas Bieliauskas^a ; ^b ; Algirdas &Scaron ; a膷kus^a ; ^b ; ^{algirdas.sackus@ktu.lt" class="auth_mail}
• 关键词：1H-Benzo[e]indole ; Acrylic acid ; Microwave-assisted synthesis ; Benzo[e]pyrido[1 ; 2-a]indole ; Fluorescence
• 刊名：Tetrahedron
• 出版年：18 March, 2014
• 年：2014
• 卷：70
• 期：11
• 页码：1967-1974
• 全文大小：609 K

文摘

The reaction of 1,1,2-trimethyl-1H-benzo[e]indole with acrylic acid and its derivatives was employed for the preparation of novel fluorescent building blocks. Treatment of 1,1,2-trimethyl-1H-benzo[e]indole with acrylic acid, acrylamide or tert-butyl acrylate in an autoclave or a microwave reactor at 180-200聽掳C afforded benzo[e]pyrido[1,2-a]indole derivatives. Various chemical transformations of the latter compounds have been performed to yield functionalized benzo[e]indole scaffolds. The structure assignments were based on data from ¹H and ¹³C NMR spectroscopy and single crystal X-ray analyses. The optical properties of the obtained benzo[e]indoline derivatives were studied by UV-vis and fluorescence spectroscopy.