5-(4-chlorophenyl)pent-4-ynoic acid | 1172131-51-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 5-(4-chlorophenyl)pent-4-ynoic acid
• 英文别名: 5-(4-chlorophenyl)-4-pentynoic acid
• CAS: 1172131-51-9
• 化学式: C₁₁H₉ClO₂
• 分子量: 208.644
• InChiKey: NKAMNUBHGHEIBW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-(4-chlorophenyl)pent-4-ynoic acid 在 草酰氯 作用下， 以98%的产率得到5-(4-chlorophenyl)-4-pentynoic acid chloride
  参考文献：
  名称：

  Cycloaddition reactions of 1,3-diazabuta-1,3-dienes with alkynyl ketenes

  摘要：

  The cycloaddition reactions of 'all-carbon' 1,3-diazabuta-1,3-dienes with a few conjugated and un-conjugated alkynyl ketenes are described. The reactions provide some interesting azetidinones and dihydropyrimidinones bearing an alkynyl moiety. The regiochemistry of cycloadduct is related with the degree of conjugation of the alkynyl ketene. Moreover, two alternative approaches to 'all-carbon' 1,3-diazabuta-1,3-dienes are reported. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.04.041
• 作为产物：
  描述：

  5-(4-氯苯基)戊-4-炔-1-醇 在 chromium(VI) oxide 、 硫酸 作用下， 以 丙酮 为溶剂， 反应 4.0h， 以89%的产率得到5-(4-chlorophenyl)pent-4-ynoic acid
  参考文献：
  名称：

  Cycloaddition reactions of 1,3-diazabuta-1,3-dienes with alkynyl ketenes

  摘要：

  The cycloaddition reactions of 'all-carbon' 1,3-diazabuta-1,3-dienes with a few conjugated and un-conjugated alkynyl ketenes are described. The reactions provide some interesting azetidinones and dihydropyrimidinones bearing an alkynyl moiety. The regiochemistry of cycloadduct is related with the degree of conjugation of the alkynyl ketene. Moreover, two alternative approaches to 'all-carbon' 1,3-diazabuta-1,3-dienes are reported. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.04.041

文献信息

• Silica-Supported Cationic Gold(I) Complexes as Heterogeneous Catalysts for Regio- and Enantioselective Lactonization Reactions
  作者：Xing-Zhong Shu、Son C. Nguyen、Ying He、Fadekemi Oba、Qiao Zhang、Christian Canlas、Gabor A. Somorjai、A. Paul Alivisatos、F. Dean Toste

  DOI：10.1021/jacs.5b04294

  日期：2015.6.10

  catalysts has been developed. These catalysts were easily assembled from readily available silica materials and gold complexes. The heterogeneous catalysts exhibited superior reactivity in various reactions where protodeauration is the rate-limiting step. Dramatic enhancement in regio- and enantioselectivity was observed when compared to the homogeneous unsupported gold catalyst. The catalysts are easily

  已开发出一种合成多相金催化剂的有效方法。这些催化剂很容易由容易获得的二氧化硅材料和金配合物组装而成。多相催化剂在各种反应中表现出优异的反应性，其中原脱氢是限速步骤。与均相无载体金催化剂相比，观察到区域选择性和对映选择性的显着增强。催化剂很容易回收和循环使用多达 11 次而不会损失对映选择性。
• Ir(III)-Catalyzed Stereoselective Haloamidation of Alkynes Enabled by Ligand Participation
  作者：Seung Youn Hong、Junsoo Son、Dongwook Kim、Sukbok Chang

  DOI：10.1021/jacs.8b08134

  日期：2018.10.3

  Described herein is the application of a strategy of ligand participation for the Ir-catalyzed imido transfer into alkynes. On the basis of a stoichiometric [3 + 2] cycloaddition of Cp*Ir(III)(κ2- N, O-chelate) with alkynyl dioxazolone, a catalytic haloamidation was developed for the first time by employing [Cp*IrCl2]2 precatalyst and NaX salts (X = Cl or Br) as practical halide sources to furnish

  本文描述了配体参与策略在 Ir 催化的亚氨基转移到炔烃中的应用。在 Cp*Ir(III)(κ2-N, O-螯合物) 与炔基二恶唑酮的化学计量 [3 + 2] 环加成基础上，首次使用 [Cp*IrCl2]2 预催化剂开发了催化卤代酰胺化和 NaX 盐（X = Cl 或 Br）作为实用的卤化物来源，以提供具有优异立体选择性的合成通用 Z-（卤乙烯基）内酰胺。
• Cycloaddition reactions of 1,3-diazabuta-1,3-dienes with alkynyl ketenes
  作者：Giorgio Abbiati、Alessandro Contini、Donatella Nava、Elisabetta Rossi

  DOI：10.1016/j.tet.2009.04.041

  日期：2009.6

  The cycloaddition reactions of 'all-carbon' 1,3-diazabuta-1,3-dienes with a few conjugated and un-conjugated alkynyl ketenes are described. The reactions provide some interesting azetidinones and dihydropyrimidinones bearing an alkynyl moiety. The regiochemistry of cycloadduct is related with the degree of conjugation of the alkynyl ketene. Moreover, two alternative approaches to 'all-carbon' 1,3-diazabuta-1,3-dienes are reported. (C) 2009 Elsevier Ltd. All rights reserved.