phenylcarbamoyl-methyltriphenylphosphonium chloride | 101838-56-6

• 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: phenylcarbamoyl-methyltriphenylphosphonium chloride
• 英文别名: triphenyl phenylcarbamoylmethyl phosphonium chloride；(Phenyl-amino-carbonylmethyl)-triphenyl-phosphonium；(2-Anilino-2-oxoethyl)(triphenyl)phosphanium chloride；(2-anilino-2-oxoethyl)-triphenylphosphanium;chloride
• CAS: 101838-56-6
• 化学式: C₂₆H₂₃NOP*Cl
• 分子量: 431.901
• InChiKey: JJVJXSNPGBLBRV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.62
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(2,5-dimethoxy-3,6-dioxocyclohexa-1,4-dien-1-yl)benzaldehyde 、 phenylcarbamoyl-methyltriphenylphosphonium chloride 在 sodium hydride 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 以53%的产率得到(2E)-3-[3-(2,5-dimethoxy-3,6-dioxocyclohexa-1,4-dien-1-yl)phenyl]-N-phenylacrylamide
  参考文献：
  名称：

  基于 Embelin 衍生物的重点化学库的合成，Embelin 是一种具有促凋亡和抗癌特性的天然产物

  摘要：

  描述了 embelin 的新衍生物的合成, embelin 是一种 X 连锁细胞凋亡蛋白抑制剂 (XIAP) 的天然抑制剂。这些新分子的设计涉及引入与苯醌核心直接相连的芳族基团。为了在性质和添加链的长度方面具有很大的灵活性，该策略首先涉及与官能化芳烃的 Suzuki-Miyaura 反应，产生第一代分子。然后，通过适当使用官能团，制备出具有代表性的第二代 embelin 衍生物。

  DOI：

  10.1002/ejoc.201001627
• 作为产物：
  描述：

  苯胺 在 potassium carbonate 作用下， 以 丙酮 、 甲苯 为溶剂， 反应 33.5h， 生成 phenylcarbamoyl-methyltriphenylphosphonium chloride
  参考文献：
  名称：

  One-Pot Synthesis of Indolo[2,3-c]quinolin-6-ones by Sequential Photocyclizations of 3-(2-Azidophenyl)-N-phenylacrylamides

  摘要：

  A one-pot synthesis of indolo[2,3-c]quinolin-6(7H)-ones was achieved by sequential photocyclizations of 3-(2-azidophenyl)-N-phenylacrylamides in moderate to high yields. The reactions proceeded via photochemical cyclization of aryl azides to form N-phenylindol-2-carbamides and subsequent 6 pi-electrocyclic reaction and oxidative aromatization to afford the corresponding indolo[2,3-c]quinolin-6(7H)-ones.

  DOI：

  10.1055/s-0032-1317703

文献信息

• 10.1039/d4dt00862f
  作者：Kao, Cheng-Po、Lee, Jhen-Yi、Tang, Min-Cheng、Lee, Hon Man

  DOI：10.1039/d4dt00862f

  日期：——

  A new series of ligand precursors designed for the synthesis of palladalactams has been developed. These precursors are easily accessible through a one-step reaction involving 2-chloro-N-phenylacetamide and a wide choice of various monophosphines, offering tunable electronic and steric properties within the ligand framework. The stability of both ligand precursors and resulting palladalactams in ambient

  开发了一系列新的用于合成钯内酰胺的配体前体。这些前体可以通过涉及 2-氯-N-苯基乙酰胺和多种单膦的一步反应轻松获得，在配体框架内提供可调节的电子和空间性质。配体前体和所得的钯内酰胺在环境空气中的稳定性增强了它们的实际适用性。新合成的钯内酰胺在阴离子鏻叶立德配体支架上具有给电子三乙基膦部分，在芳基氯和烯烃之间的 Mizoroki-Heck 偶联反应中表现出有前景的催化活性。理论计算进一步证实，与其他具有替代膦部分的配合物相比，该配合物中的配体系统是最具电子供给性的，形成最强的Pd-C键。
• Fuerst,H. et al., Journal fur praktische Chemie (Leipzig 1954), 1962, vol. 17, p. 299 - 313
  作者：Fuerst,H. et al.

  DOI：——

  日期：——
• Pavlov, G. P.; Kormachev, V. V.; Soikova, M. A., Journal of general chemistry of the USSR, 1987, vol. 57, p. 1750 - 1754
  作者：Pavlov, G. P.、Kormachev, V. V.、Soikova, M. A.、Burtseva, N. L.、Kazymov, A. V.

  DOI：——

  日期：——
• Anticancer activities of some arylcarbamoylalkyltriphenylphosphonium chlorides
  作者：Lou Zhaowen、Zhou Li、Xiao Chunfen、Ye Yong、Zeng Fanbo、Huang Kaixun

  DOI：10.1007/s00044-007-9050-7

  日期：2007.12

  A series of novel arylcarbamoylalkyltriphenylphosphonium chlorides were synthesized. The newly synthesized compounds, [R-(p-C6H4)-NH-CO-R1P circle plus (C6H4)(3)] C1(theta), R = H (2), CH3 (4), NO2 (6), R-1 = -CH2-(b), CH3CH<(a), -CH2CH2- (c), -CH2CH2CH2 (d), the analogs of an anticancer drug, were characterized by infrared (IR), H-1 nuclear magnetic resonance (NMR), C-13-NMR, (PNMR)-P-31, mass spectrometry ( MS), thermogravimetry ( TG), and conductivity measurements. The anticancer activities of the obtained compounds were measured by MTT. The preliminary results indicated that some compounds showed potent anticancer activities against HCT-8, Bel-7402, A549, and S180.
• One-Pot Synthesis of Indolo[2,3-c]quinolin-6-ones by Sequential Photocyclizations of 3-(2-Azidophenyl)-N-phenylacrylamides
  作者：Wei Zhang、Zhanshan Li、Weixia Wang、Xiaotian Zhang、Congcong Hu

  DOI：10.1055/s-0032-1317703

  日期：——

  A one-pot synthesis of indolo[2,3-c]quinolin-6(7H)-ones was achieved by sequential photocyclizations of 3-(2-azidophenyl)-N-phenylacrylamides in moderate to high yields. The reactions proceeded via photochemical cyclization of aryl azides to form N-phenylindol-2-carbamides and subsequent 6 pi-electrocyclic reaction and oxidative aromatization to afford the corresponding indolo[2,3-c]quinolin-6(7H)-ones.

表征谱图