N-[[2-(2-cyclopropylethynyl)-5-fluorophenyl]methylideneamino]-4-methylbenzenesulfonamide | 1174271-13-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-[[2-(2-cyclopropylethynyl)-5-fluorophenyl]methylideneamino]-4-methylbenzenesulfonamide
• CAS: 1174271-13-6
• 化学式: C₁₉H₁₇FN₂O₂S
• 分子量: 356.421
• InChiKey: VMHQJCYMJGBNHV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.21
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  58.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  N-[[2-(2-cyclopropylethynyl)-5-fluorophenyl]methylideneamino]-4-methylbenzenesulfonamide 在 silver trifluoromethanesulfonate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  An efficient approach to H-pyrazolo[5,1-a]isoquinolines via a silver triflate-catalyzed reaction of N′-(2-alkynylbenzylidene)hydrazide with allenoate

  摘要：

  A silver triflate-catalyzed reaction of N'-(2-alkynylbenzylidene)hydrazide with allenoate under mild conditions is described, which provides an efficient approach to diverse H-pyrazolo[5,1-alisoquinolines. This reaction proceeds with a wide substrate scope with good functional groups tolerance. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.02.013

文献信息

• Rapid Access to H-Pyrazolo[5,1-a]isoquinolines via Sequential Reaction of N′-(2-Alkynylbenzylidene)hydrazides
  作者：Jie Wu、Zhiyuan Chen、Xiaolin Pan

  DOI：10.1055/s-0030-1259704

  日期：2011.4

  Diverse H-pyrazolo[5,1-a]isoquinolines are efficiently synthesized via sequential reaction of N′-(2-alkynylbenzylidene)hydrazides. Bromo-containing isoquinolinium, generated from N′-(2-alkynylbenzylidene)hydrazide with bromine, reacts with α,β-unsaturated aldehyde and methanol under mild conditions, leading to 6-bromo-1-(methoxymethyl)-H-pyrazolo[5,1-a]isoquinolines in moderate to good yields. Further elaboration via palladium catalyzed Suzuki-Miyaura coupling or Heck reaction produces diverse H-pyrazolo[5,1-a]isoquinoline compounds.

  通过N′-(2-炔基苄叉)酰肼的连续反应，高效合成了多种H-吡唑并[5,1-a]异喹啉。从N′-(2-炔基苄叉)酰肼与溴生成的含溴异喹啉鎓，在温和条件下与α,β-不饱和醛和甲醇反应，得到中等至良好产率的6-溴-1-(甲氧基甲基)-H-吡唑并[5,1-a]异喹啉。通过钯催化的铃木-宫浦偶联或赫克反应进一步修饰，得到多种H-吡唑并[5,1-a]异喹啉化合物。
• AgOTf-catalyzed tandem reaction of N′-(2-alkynylbenzylidene)hydrazide with alkyne
  作者：Zhiyuan Chen、Xiaodi Yang、Jie Wu

  DOI：10.1039/b904498a

  日期：——

  AgOTf-catalyzed tandem reactions of N'-(2-alkynylbenzylidene)hydrazides with various alkynes under mild conditions are described, which generate fused 1,2-dihydroisoquinolines in good to excellent yields.

  描述了在温和的条件下，N'-（2-炔基亚苄基）酰肼与各种炔烃的AgOTf催化串联反应，该反应以良好或极好的收率产生了稠合的1,2-二氢异喹啉。
• Generation of Polyfluoroaryl‐Fused <i>H</i> ‐Pyrazolo[5,1‐ <i>a</i> ]isoquinolines through a Reaction of <i>N</i> ′‐(2‐Alkynylbenzylidene)hydrazide with Polyfluoroarene
  作者：Ling Zhang、Qian Xiao、Shengqing Ye、Jie Wu

  DOI：10.1002/asia.201200227

  日期：2012.8

  Polyfluoroarene reacts with N′‐(2‐alkynylbenzylidene)hydrazide catalyzed by silver triflate in the presence of cesium carbonate, leading to polyfluoroaryl‐fused H‐pyrazolo[5,1‐a]isoquinolines in good yields.

  与Polyfluoroarene发生反应Ñ ' - （2- alkynylbenzylidene）酰肼通过三氟甲磺酸银在碳酸铯的存在下催化的，导致polyfluoroaryl稠合ħ -吡唑并[5,1-一个以良好产率]异喹啉。
• Tandem Reactions of <i>N</i>′-(2-Alkynylbenzylidene)hydrazides with Silyl Enolates: A Facile Route to <i>H</i>-Pyrazolo[5,1-<i>a</i>]isoquinolines
  作者：Xingxin Yu、Zhiyuan Chen、Xiaodi Yang、Jie Wu

  DOI：10.1021/cc1000314

  日期：2010.5.10

  A silver triflate-catalyzed tandem reaction of N′-(2-alkynylbenzylidene)hydrazide with silyl enolate is described, which generates the unexpected H-pyrazolo[5,1-a]isoquinolines in good to excellent yields. Intramolecular cyclization, nucleophilic addition, condensation, and aromatization may be involved in the reaction process.

  描述了N '-（2-炔基亚苄基）酰肼与烯丙基甲硅烷基酯的三氟甲磺酸银催化串联反应，可产生出人意料的H-吡唑并[5,1- a ]异喹啉，收率高至优异。反应过程中可能涉及分子内环化，亲核加成，缩合和芳构化。
• Synthesis of H-pyrazolo[5,1-a]isoquinolines via a silver triflate-catalyzed tandem reaction of N′-(2-alkynylbenzylidene)hydrazide with alcohol
  作者：Wenyan Hao、Tinli Zhang、Mingzhong Cai

  DOI：10.1016/j.tet.2013.08.049

  日期：2013.11

  A silver triflate-catalyzed tandem reaction of N′-(2-alkynylbenzylidene)hydrazide with alcohol is reported, which generates H-pyrazolo[5,1-a]isoquinoline derivatives in good yields under mild conditions.

  的三氟甲磺酸银催化的串联反应Ñ ' - （2- alkynylbenzylidene）与醇酰肼报道，其产生ħ -吡唑并[5,1-一个在温和的条件下良好的产率]异喹啉衍生物。