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±êÌ⣺A facile synthesis and application of ethyl 6-(bromomethyl)-[1,3]dioxolo[4,5-g]quinoline-7-carboxylate ×÷ÕߣºYang Li ÆÚ¿¯£ºResearch on Chemical Intermeidates Äê·Ý£º2015 ÆÚ¾íÒ³Â룺41¾í£¬µÚ7ÆÚ£¬4977¨C4985Ò³ DOIºÅ£º10.1007/s11164-014-1581-1 |
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liyang1580: ½ð±Ò+20, ¡ï¡ï¡ï¡ï¡ï×î¼Ñ´ð°¸ 2016-04-19 17:23:47
lazy½õϪ: LS-EPI+1, ¸ÐлӦÖú£¡ 2016-04-19 18:02:32
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liyang1580: ½ð±Ò+20, ¡ï¡ï¡ï¡ï¡ï×î¼Ñ´ð°¸ 2016-04-19 17:23:47
lazy½õϪ: LS-EPI+1, ¸ÐлӦÖú£¡ 2016-04-19 18:02:32
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A facile synthesis and application of ethyl 6-(bromomethyl)-[1,3]dioxolo[4,5-g]quinoline-7-carboxylate ×÷Õß:Li, Y (Li, Yang) RESEARCH ON CHEMICAL INTERMEDIATES ¾í: 41 ÆÚ: 7 Ò³: 4977-4985 DOI: 10.1007/s11164-014-1581-1 ³ö°æÄê: JUL 2015 ²é¿´ÆÚ¿¯ÐÅÏ¢ RESEARCH ON CHEMICAL INTERMEDIATES ³ö°æÉÌ SPRINGER, VAN GODEWIJCKSTRAAT 30, 3311 GZ DORDRECHT, NETHERLANDS ISSN: 0922-6168 eISSN: 1568-5675 Ñо¿ÁìÓò Chemistry ÕªÒª Visible-light-induced radical bromination of ethyl 6-methyl-[1,3]dioxolo[4,5-g]quinoline-7-carboxylate (1) was effectively conducted with N-bromosuccinimide using a 150-W tungsten bulb as an initiator, leading to the desired monobromo product ethyl 6-(bromomethyl)-[1,3]dioxolo[4,5-g]quinoline-7-carboxylate (2) in good yield of 76 %. Using the present procedure, a 46 % improvement in yield of 2 was achieved when compared with the previous method used by us. In addition, the trace amount of byproduct was isolated and identified as ethyl 9-bromo-6-methyl-[1,3]dioxolo[4,5-g]quinoline-7-carboxylate (3) based on H-1 nuclear magnetic resonance (NMR) spectral analysis. As an extended application of 2, a new synthesis of symmetrical 2-quinolylmethoxyphenyl-containing diethers 11a-c was achieved via Williamson reaction with some dihydroxy arenes (10a-c). ¹Ø¼ü´Ê ×÷Õ߹ؼü´Ê:Radical bromination; Quinoline; N-Bromosuccinimide; Tungsten bulb; Williamson reaction; Diether KeyWords Plus:LEUKOTRIENE-D4 RECEPTOR ANTAGONISTS; (2-QUINOLINYLMETHOXY)PHENYL-CONTAINING COMPOUNDS; N-BROMOSUCCINIMIDE; AFFINITY; SERIES; DERIVATIVES; BROMINATION; INHIBITORS; WATER; RING ×÷ÕßÐÅÏ¢ ͨѶ×÷ÕßµØÖ·: Li, Y (ͨѶ×÷Õß) Bohai Univ, Inst Superfine Chem, Jinzhou 121000, Peoples R China. µØÖ·: [ 1 ] Bohai Univ, Inst Superfine Chem, Jinzhou 121000, Peoples R China µç×ÓÓʼþµØÖ·:bhuzh@163.com »ù½ð×ÊÖúÖÂл »ù½ð×ÊÖú»ú¹¹ ÊÚȨºÅ Scientific Research Foundation of the Education Department of Liaoning Province L2013428 ²é¿´»ù½ð×ÊÖúÐÅÏ¢¹Ø±Õ»ù½ð×ÊÖúÐÅÏ¢ The authors would like to thank the Scientific Research Foundation of the Education Department of Liaoning Province (grant no. L2013428) for financial support. ³ö°æÉÌ SPRINGER, VAN GODEWIJCKSTRAAT 30, 3311 GZ DORDRECHT, NETHERLANDS Àà±ð / ·ÖÀà Ñо¿·½Ïò:Chemistry Web of Science Àà±ð:Chemistry, Multidisciplinary ÎÄÏ×ÐÅÏ¢ ÎÄÏ×ÀàÐÍ:Article ÓïÖÖ:English Èë²ØºÅ: WOS:000356608700071 ISSN: 0922-6168 eISSN: 1568-5675 ÆÚ¿¯ÐÅÏ¢ Ŀ¼£º Current Contents Connect® ÆäËûÐÅÏ¢ IDS ºÅ: CL0DG Web of Science ºËÐĺϼ¯ÖÐµÄ "ÒýÓõIJο¼ÎÄÏ×": 20 Web of Science ºËÐĺϼ¯ÖÐµÄ "±»ÒýƵ´Î": 0 Ó°ÏìÒò×Ó 1.221 1.141 2014 5 Äê JCR® Àà±ð Àà±ðÖеÄÅÅÐò JCR ·ÖÇø CHEMISTRY, MULTIDISCIPLINARY 92/157 Q3 Êý¾ÝÀ´×ÔµÚ 2014 °æ Journal Citation Reports® |
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