(1-benzyl-2-oxo-1,2-dihydro-indol-3-ylidene)cyanoacetic acid ethyl ester | 26960-51-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (1-benzyl-2-oxo-1,2-dihydro-indol-3-ylidene)cyanoacetic acid ethyl ester
• 英文别名: ethyl (Z)-2-(1-benzyl-2-oxoindolin-3-ylidene)-2-cyanoacetate；(1-benzyl-2-oxo-indolin-3-ylidene)-cyano-acetic acid ethyl ester；(1-Benzyl-2-oxo-indolin-3-yliden)-cyan-essigsaeure-aethylester；[1-Benzyl-2-oxo-1,2-dihydro-indol-(3Z)-ylidene]-cyano-acetic acid ethyl ester；ethyl (2Z)-2-(1-benzyl-2-oxoindol-3-ylidene)-2-cyanoacetate
• CAS: 26960-51-0
• 化学式: C₂₀H₁₆N₂O₃
• 分子量: 332.359
• InChiKey: ILSBZJQRTQRMSR-VLGSPTGOSA-N

物化性质

• 溶解度：
  1.3 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  70.4
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2933790090

反应信息

• 作为反应物：
  描述：

  3-甲基-2-吡唑啉-5-酮 、 (1-benzyl-2-oxo-1,2-dihydro-indol-3-ylidene)cyanoacetic acid ethyl ester 在 三乙醇胺 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以49%的产率得到4,3'-spiro[(6-amino-5-carbethoxy-3-methyl-2H,4H-pyrano[2,3-c]pyrazolo)-N'-benzyl-2'-oxindole]
  参考文献：
  名称：

  Synthesis and molecular structure of spirocyclic 2-oxindole derivatives of 2-amino-4H-pyran condensed with the pyrazolic nucleus

  摘要：

  4,3'-Spiro[(6-amino-5-R-3-methyl-2H,4H-pyrano[2,3-c]pyrazolo)-2'-oxindoles] were synthesized based on the three-component condensation of isatins with 3-methyl-pyrazolone-5 and respective methylene active nitriles in the presence of basic catalysts. The molecular structure of the resulting compounds was proved unambiguously by X-ray diffraction. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.08.050
• 作为产物：
  描述：

  1-苄基-1H-吲哚-2,3-二酮 、 氰乙酸乙酯 在 哌啶 、 乙醇 作用下， 生成 (1-benzyl-2-oxo-1,2-dihydro-indol-3-ylidene)cyanoacetic acid ethyl ester
  参考文献：
  名称：

  728.羟色胺。第四部分。2-3'-氧吲哚基乙胺的合成与反应

  摘要：

  DOI：

  10.1039/jr9580003639

文献信息

• Iron-catalyzed cross-dehydrogenative coupling of indolin-2-ones with active methylenes for direct carbon–carbon double bond formation
  作者：Zhi-Yu Tan、Ke-Xin Wu、Lu-Shan Huang、Run-Shi Wu、Zheng-Yu Du、Da-Zhen Xu

  DOI：10.1039/c9gc03639c

  日期：——

  The iron-catalyzed cross-dehydrogenative coupling (CDC) of C(sp3)–H/C(sp3)–H bonds to afford olefins by 4H elimination is described. This method employs air (molecular oxygen) as an ideal oxidant, and is performed under mild, ligand-free and base-free conditions. H2O is the only byproduct. Good tolerance of functional groups and high yields have also been achieved. Preliminary mechanistic investigations

  描述了铁催化的C（sp 3）–H / C（sp 3）–H键的交叉脱氢偶联（CDC），可通过4H消除得到烯烃。该方法使用空气（分子氧）作为理想的氧化剂，并且在温和，无配体和无碱的条件下进行。H 2 O是唯一的副产物。还获得了对官能团的良好耐受性和高产率。初步的机械研究表明，目前的转变涉及一个根本过程。
• 728. Hydroxytryptamines. Part IV. Synthesis and reactions of 2-3′-oxindolylethylamines
  作者：John Harley-Mason、R. F. J. Ingleby

  DOI：10.1039/jr9580003639

  日期：——
• Synthesis and molecular structure of spirocyclic 2-oxindole derivatives of 2-amino-4H-pyran condensed with the pyrazolic nucleus
  作者：Ruslan Gr. Redkin、Leonid A. Shemchuk、Valentine P. Chernykh、Oleg V. Shishkin、Svetlana V. Shishkina

  DOI：10.1016/j.tet.2007.08.050

  日期：2007.11

  4,3'-Spiro[(6-amino-5-R-3-methyl-2H,4H-pyrano[2,3-c]pyrazolo)-2'-oxindoles] were synthesized based on the three-component condensation of isatins with 3-methyl-pyrazolone-5 and respective methylene active nitriles in the presence of basic catalysts. The molecular structure of the resulting compounds was proved unambiguously by X-ray diffraction. (C) 2007 Elsevier Ltd. All rights reserved.