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An efficient approach to isoquinoline via AgNO3-promoted 6-endo-dig cyclization followed by oxidative elimination of o-alkynylarylaldimines and its application in fluoride recognition |
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| Authors: | Yongxing Tang Yajun Yu Xinyu Wei Jin Yang Yeting Zhu Yun-Hui Zhao Zilong Tang Zhihua Zhou Xiaofang Li Xianyong Yu |
| Affiliation: | 1. School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan, Hunan 411201, PR China;2. Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, PR China;3. Hunan Provincial Key Laboratory of Controllable Preparation and Functional Application of Fine Polymers, Hunan University of Science and Technology, Xiangtan, PR China |
| Abstract: | A novel 6-endo-dig cyclization followed by oxidation/elimination of o-alkynylarylaldimines with 4-hydroxybenzylamine was developed for preparation of isoquinolines. The intermediates of this tandem reaction were monitored by mass spectroscopy (MS) to confirm the reaction pathway. This methodology was further applied to the design and synthesis of a novel ratiometric chemosensor for determination of fluoride. |
| Keywords: | Corresponding authors. Isoquinoline Oxidative elimination Fluoride recognition Fluorescent chemosensor |
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