Krishna Namballa Hari, Saraswati A Prasanth, Sathish Manda, Shankaraiah Nagula, Kamal Ahmed
Department of Medicinal Chemistry, National Institute of Pharmaceutical Education & Research (NIPER), Hyderabad-500037, India and Medicinal Chemistry and Pharmacology, CSIR-Indian Institute of Chemical Technology, Hyderabad-500007, India.
Department of Medicinal Chemistry, National Institute of Pharmaceutical Education & Research (NIPER), Hyderabad-500037, India.
Chem Commun (Camb). 2016 Mar 25;52(24):4581-4. doi: 10.1039/c6cc00633g.
An unprecedented and efficient AgSbF6-catalyzed domino aza-annulation/Diels-Alder/aromatization cascade for the construction of carbazoles, dihydrocarbazoles and tetrahydrocarbazoles was achieved using 2-(but-3-en-1-yn-1-yl) anilines in the presence of suitable dienophiles. The reaction proceeds via the in situ generation of 2-vinyl indoles and their subsequent trapping by various dienophiles with concomitant aromatization. A series of symmetrical, unsymmetrical and base sensitive dienophiles provide the corresponding carbazoles under mild conditions in excellent yields with high regioselectivity.
在合适的亲双烯体存在下，使用2-(3-丁烯-1-炔-1-基)苯胺实现了一种前所未有的高效AgSbF6催化的多米诺氮杂环化/狄尔斯-阿尔德/芳构化级联反应，用于构建咔唑、二氢咔唑和四氢咔唑。该反应通过原位生成2-乙烯基吲哚，随后被各种亲双烯体捕获并伴随芳构化进行。一系列对称、不对称和对碱敏感的亲双烯体在温和条件下以优异的产率和高区域选择性提供相应的咔唑。
