1-{1-[(4-fluorophenyl)methyl]-1H-1,2,3-triazol-4-yl}ethan-1-one | 1355359-02-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-{1-[(4-fluorophenyl)methyl]-1H-1,2,3-triazol-4-yl}ethan-1-one
• 英文别名: 4-acetyl-1-(4-fluorobenzyl)-1,2,3-triazole；1-[1-[(4-fluorophenyl)methyl]triazol-4-yl]ethanone
• CAS: 1355359-02-2
• 化学式: C₁₁H₁₀FN₃O
• 分子量: 219.218
• InChiKey: PWOPOMVMAIZNGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  47.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-{1-[(4-fluorophenyl)methyl]-1H-1,2,3-triazol-4-yl}ethan-1-one 、 在 四丁基氟化铵 、 水 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Thymidine- and AZT-linked 5-(1,3-dioxoalkyl)tetrazoles and 4-(1,3-dioxoalkyl)-1,2,3-triazoles

  摘要：

  N3 of thymidine and of 3'-azido-3'-deoxythymidine (AZT) has been linked to a tetrazole ring by condensation of nucleoside-derived 2-oxonitriles with the lithium salt of 5-acetyl-1-(4-fluorobenzyl)tetrazole (obtained by a 'click' reaction). 4-Acetyl-1,2,3-triazole, also prepared by a Cu-catalysed cycloaddition, has been similarly linked. A route for the conjugation of NRTIs with pharmacophoric elements of integrase inhibitors (INIs) has thus been disclosed. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.11.079
• 作为产物：
  描述：

  丁烯酮 、 1-(叠氮基甲基)-4-氟苯 在 copper(l) iodide 、 氧气 、 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 5.0h， 以70%的产率得到1-{1-[(4-fluorophenyl)methyl]-1H-1,2,3-triazol-4-yl}ethan-1-one
  参考文献：
  名称：

  铜（I）催化的好氧氧化叠氮化物-烯烃环加成：取代的1,2,3-三唑的高效合成

  摘要：

  AbstractA novel, copper(I)‐promoted azide–alkene aerobic oxidative cycloaddition protocol was developed for the regioselective synthesis of 1,4‐disubstituted/1,4,5‐trisubstituted 1,2,3‐triazoles by using azides and electron‐deficient olefins under an oxygen atmosphere.magnified image

  DOI：

  10.1002/adsc.201300344

文献信息

• Copper(I)-Catalyzed Aerobic Oxidative Azide-Alkene Cyclo- addition: An Efficient Synthesis of Substituted 1,2,3-Triazoles
  作者：Donala Janreddy、Veerababurao Kavala、Chun-Wei Kuo、Wen-Chang Chen、Chintakunta Ramesh、Trimurtulu Kotipalli、Ting-Shen Kuo、Mei-Ling Chen、Chiu-Hui He、Ching-Fa Yao

  DOI：10.1002/adsc.201300344

  日期：2013.10.11

  AbstractA novel, copper(I)‐promoted azide–alkene aerobic oxidative cycloaddition protocol was developed for the regioselective synthesis of 1,4‐disubstituted/1,4,5‐trisubstituted 1,2,3‐triazoles by using azides and electron‐deficient olefins under an oxygen atmosphere.magnified image
• Thymidine- and AZT-linked 5-(1,3-dioxoalkyl)tetrazoles and 4-(1,3-dioxoalkyl)-1,2,3-triazoles
  作者：Lluís Bosch、Olivier Delelis、Frédéric Subra、Eric Deprez、Myriam Witvrow、Jaume Vilarrasa

  DOI：10.1016/j.tetlet.2011.11.079

  日期：2012.2

  N3 of thymidine and of 3'-azido-3'-deoxythymidine (AZT) has been linked to a tetrazole ring by condensation of nucleoside-derived 2-oxonitriles with the lithium salt of 5-acetyl-1-(4-fluorobenzyl)tetrazole (obtained by a 'click' reaction). 4-Acetyl-1,2,3-triazole, also prepared by a Cu-catalysed cycloaddition, has been similarly linked. A route for the conjugation of NRTIs with pharmacophoric elements of integrase inhibitors (INIs) has thus been disclosed. (C) 2011 Elsevier Ltd. All rights reserved.