Visible-Light-Mediated Reactions: Synthesis of Coumarin/Imidazopyridine-Fused Heterocycles from 4-Heteroarylamino-3-nitrocoumarins

• Main Authors: Lin, Pin-Hui, 林品慧
• Other Authors: Yang, Ding-Yah
• Format: Others
• Language: zh-TW
• Published: 2017
• Online Access: http://ndltd.ncl.edu.tw/handle/fm66fb

碩士 === 東海大學 === 化學系 === 105 === This thesis mainly described the application of visible light to promote the cyclization of 3-nitro-4-(quinazolin-4-ylmethyl)coumarin to give an alkaloid lamellarin core-like compound in the absence of photosensitizer. A series of 2-aminopyridine- and coumarin-fused derivatives were synthesized via visible light-mediated cyclization of 3-nitro-4-(quinazolin-4-ylmethyl)coumarins and their molecular structures were characterized by 1H and 13C spectra and X-ray crystal analysis. A possible mechanism for this visible light-mediated cyclization was proposed on the basis of experimental results. In addition, if the 3-nitro-4-(pyridin-2-ylamino)coumarins bear two nitrogen atoms on 2-aminoheterocyclic ring system, the resulting compounds were found to be highly sensitive to visible light and the cyclized products generally exhibit high fluorescent.