搜狐媒体平台-搜狐网站>IT

法国男子尝试“孵蛋”

在10个鸡蛋上坐了3星期后,终于成功孵化出第一颗鸡蛋。

上海车展:“车模”不再

但礼仪小姐、导购小姐依然是场内的一道风景线。

Friedl?nder喹啉合成反应

有机合成 line 阅读(0) 评论()
声明:本文由入驻搜狐公众平台的作者撰写,除搜狐官方账号外,观点仅代表作者本人,不代表搜狐立场。举报

  

  此反应是指邻胺基芳基醛或酮与另一分子有α-亚甲基的酮反应得到喹啉的反应。反应中两个底物先缩合,得到的中间体经过酸或碱催化环脱水得到喹啉。

  反应机理:

  

  

  最新文献

  

  Rapid and efficient synthesis of poly-substituted quinolines assisted by p-toluene sulphonic acid under solvent-free conditions: comparative study of microwave irradiation versus conventional heating

  C.-S. Jia, Z. Zhang, S.-J. Tu, G.-W. Wang, Org. Biomol. Chem., 2006, 4, 104-110.

  

  Molecular iodine: a highly efficient catalyst in the synthesis of quinolines via Friedländer annulation

  J. Wu, H.-G. Xia, K. Gao, Org. Biomol. Chem., 2006, 4, 126-129.

  

  Transition-Metal-Free Indirect Friedländer Synthesis of Quinolines from Alcohols

  R. Martínez, D. J. Ramón, M. Yus, J. Org. Chem., 2008, 73, 9778-9780.

  

  Silver Phosphotungstate: A Novel and Recyclable Heteropoly Acid for Friedländer Quinoline Synthesis

  J. S. Yadav, B. V. S. Reddy, P. Sreedhar, R. S. Rao, K. Nagaiah, Synthesis, 2004, 2381-2385.

  

  Efficient and Rapid Friedlander Synthesis of Functionalized Quinolines Catalyzed by Neodymium(III) Nitrate Hexahydrate

  R. Varala, R. Enugala, S. R. Adapa, Synthesis, 2006, 3825-3830.

  

  Ionic Liquid-Promoted Regiospecific Friedlander Annulation: Novel Synthesis of Quinolines and Fused Polycyclic Quinolines

  S. S. Palimkar, S. A. Siddiqui, T. Daniel, R. J. Lahoti, K. V. Srinivasan, J. Org. Chem., 2003, 68, 9371-9378.

  

  Synthesis of Quinolines via Friedländer Reaction in Water and under Catalyst-Free Conditions

  Q. Shen, L. Wang, J. Yu, M. Liu, J. Qiu, L. Fang, F. Guo, J. Tang, Synthesis, 2012, 44, 389-392.

  

  One-Pot Friedländer Quinoline Synthesis: Scope and Limitations

  A.-H. Li, D. J. Beard, H. Coate, A. Honda, M. Kadablbajoo, A. Kleinberg, R. Laufer, K. M. Mulvihill, A. Nigro, P. Rastogi, M. W. Siu, A. G. Steinig, T. Wang, D. Werner, A. P. Crew, M. J. Mulvihill,Synthesis, 2010, 1629-1632.

  

  Highly Regioselective Friedländer Annulations with Unmodified Ketones Employing Novel Amine Catalysts: Syntheses of 2-Substituted Quinolines, 1,8-Naphthyridines, and Related Heterocycles

  P. G. Dormer, K. K. Eng, R. N. Farr, G. H. Humphrey, J. C. McWilliams, P. J. Reider, J. W. Sager, R. P. Volante, J. Org. Chem., 2003, 68, 467-477.

  

  Solvent-Free Enantioselective Friedländer Condensation with Wet 1,1′-Binaphthalene-2,2′-diamine-Derived Prolinamides as Organocatalysts

  A. Bañón-Caballero, G. Guillena, C. Nájera, J. Org. Chem., 2013, 78, 5349-5356.

  编译自:有机化学门户

  

  邻氨基芳基醛或酮与另一分子至少含有一个与羰基相连的亚甲基的醛或酮反应得到取代喹啉的反应。此反应可以通过加入酸,碱或加热加速反应。

  反应机理:

  首先两个分子先发生羟醛缩合,脱水得到α,β-不饱和醛酮,氨基再与羰基进行缩合得到喹啉。

  

  

  反应实例:

  

  

  参考文献:

  1. Friedländer, P. Ber. Dtsch. Chem. Ges. 1882, 15, 2572. Paul Friedländer

  (1857??1923), born in Königsberg, Prussia, apprenticed under Carl Graebe and Adolf

  von Baeyer. He was interested in music and was an accomplished pianist.

  2. Elderfield, R. C. In Heterocyclic Compounds, Elderfield, R. C., ed.; Wiley & Sons,:

  New York, 1952, 4, Quinoline, Isoquinoline and Their Benzo Derivatives, 45–47.

  (Review).

  3. Jones, G. in Heterocyclic Compounds, Quinolines, vol. 32, 1977; Wiley & Sons: New

  York, 181–191. (Review).

  4. Cheng, C.-C.; Yan, S.-J. Org. React. 1982, 28, 37. (Review).

  5. Shiozawa, A.; Ichikawa, Y.-I.; Komuro, C.; Kurashige, S.; Miyazaki, H.; Yamanaka,

  H.; Sakamoto, T. Chem. Pharm. Bull. 1984, 32, 2522.

  6. Thummel, R. P. Synlett 1992, 1.

  7. Riesgo, E. C.; Jin, X.; Thummel, R. P. J. Org. Chem. 1996, 61, 3017.

  8. Mori, T.; Imafuku, K.; Piao, M.-Z.; Fujimori, K. J. Heterocycl. Chem. 1996, 33, 841.

  9. Ubeda, J. I.; Villacampa, M.; Avendaño, C. Synthesis 1998, 1176.

  10. Bu, X.; Deady, L. W. Synth. Commun. 1999, 29, 4223.

  11. Strekowski, L.; Czarny, A.; Lee, H. J. Fluorine Chem. 2000, 104, 281.

  12. Chen, J.; Deady, L. W.; Desneves, J.; Kaye, A. J.; Finlay, G. J.; Baguley, B. C.;

  Denny, W. A. Bioorg. Med. Chem. 2000, 8, 2461.

  13. Gladiali, S.; Chelucci, G.; Mudadu, M. S.; Gastaut, M.-A.; Thummel, R. P. J. Org.

  Chem. 2001, 66, 400.

  14. Hsiao, Y.; Rivera, N. R.; Yasuda, N.; Hughes, D. L.; Reider, P. J. Org. Lett. 2001, 3,

  1101; and 2002, 4, 1243.

  15. Henegar, K. E.; Baughman, T. A. J. Heterocycl. Chem. 2003, 40, 601.

  16. Dormer, P. G.; Eng, K. K.; Farr, R. N.; Humphrey, G. R.; McWilliams, J. C.; Reider,

  P. J.; Sager, J. W.; Volante, R. P. J. Org. Chem. 2003, 68, 467.

  17. Pflum, D. A. Friedländer Quinoline Synthesis In Name Reactions in Heterocyclic

  Chemistry, Li, J. J.; Corey, E. J., Eds.; Wiley & Sons: Hoboken, NJ, 2005, 411??415.

  编译自:Name Reactions (A Collection of Detailed Reaction Mechanisms), Jie Jack Li, Friedländer quinoline synthesispage 243-244.

mt.sohu.com true 有机合成 http://mt.sohu.com/20170421/n490007653.shtml report 7769 此反应是指邻胺基芳基醛或酮与另一分子有α-亚甲基的酮反应得到喹啉的反应。反应中两个底物先缩合,得到的中间体经过酸或碱催化环脱水得到喹啉。反应机理:最新文献Rap
阅读(0) 举报
欢迎举报抄袭、转载、暴力色情及含有欺诈和虚假信息的不良文章。

热门关注

搜生活

搜生活+关注

搜狐公众平台官方账号

MAGIC杨梦晶

MAGIC杨梦晶+关注

生活时尚&搭配博主 /生活时尚自媒体 /时尚类书籍作者

搜狐教育

搜狐教育+关注

搜狐网教育频道官方账号

星吧GEO

星吧GEO+关注

全球最大华文占星网站-专业研究星座命理及测算服务机构

热门图片

  • 热点视频
  • 影视剧
  • 综艺
  • 原创
锦绣缘

同步热播-锦绣缘

主演:黄晓明/陈乔恩/乔任梁/谢君豪/吕佳容/戚迹
神雕侠侣

大结局-神雕侠侣

主演:陈晓/陈妍希/张馨予/杨明娜/毛晓彤/孙耀琦
封神英雄榜

同步热播-封神英雄榜

主演:陈键锋/李依晓/张迪/郑亦桐/张明明/何彦霓

六颗子弹

主演:尚格·云顿/乔·弗拉尼甘/Bianca Bree
龙虎少年队2

龙虎少年队2

主演:艾斯·库珀/ 查宁·塔图姆/ 乔纳·希尔

《奔跑吧兄弟》

baby14岁写真曝光

《我看你有戏》

李冰冰向成龙撒娇争宠

《明星同乐会》

李湘遭闺蜜曝光旧爱

《非你莫属》

美女模特教老板走秀

《一站到底》

曝搬砖男神奇葩择偶观

搜狐视频娱乐播报

柳岩被迫成赚钱工具

大鹏嘚吧嘚

大屁小P虐心恋

匆匆那年第16集

匆匆那年大结局

隐秘而伟大第二季

乔杉遭粉丝骚扰

The Kelly Show

男闺蜜的尴尬初夜

客服热线:86-10-58511234

客服邮箱:kf@vip.sohu.com