diethyl 2-(2-(4-chlorophenyl)-2-oxoethyl)malonate | 213838-29-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: diethyl 2-(2-(4-chlorophenyl)-2-oxoethyl)malonate
• 英文别名: Diethyl 2-[2-(4-chlorophenyl)-2-oxoethyl]propanedioate
• CAS: 213838-29-0
• 化学式: C₁₅H₁₇ClO₅
• 分子量: 312.75
• InChiKey: DOUFAUXHTACXPG-UHFFFAOYSA-N

物化性质

• 沸点：
  424.3±40.0 °C(Predicted)
• 密度：
  1.222±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  21
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  diethyl 2-(2-(4-chlorophenyl)-2-oxoethyl)malonate 在 溴 、 肼 、 三氯氧磷 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 反应 10.25h， 生成 6-(4-chlorophenyl)-3-methylhydrazinopyridazine
  参考文献：
  名称：

  Zabska, Ryszarda; Kolodziejczyk, Alicja; Sieklucka-Dziuba, Maria, Acta poloniae pharmaceutica, 1998, vol. 55, # 4, p. 305 - 310

  摘要：

  DOI：
• 作为产物：
  描述：

  丙二酸二乙酯 、 alkaline earth salt of/the/ methylsulfuric acid 在 sodium hydride 作用下， 生成 diethyl 2-(2-(4-chlorophenyl)-2-oxoethyl)malonate
  参考文献：
  名称：

  Reactions of per-O-acetylglucosyl isothiocyanate with carbon bases. A new method for the stereocontrolled syntheses of nucleosides and glucosylaminothiophenes

  摘要：

  Reaction of 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosylisothiocyanate 5 with diethyl malonate in a basic medium gave the corresponding glucopyranosyl thioamide without significant deacetylation. This thioamide in solution presents Z-anti as the sole configuration. Reactions of 5 with carbanions which have an ethoxycarbonyl group are a way to prepare anomerically pure N-nucleoside derivatives of pyrrole and tetrahydropyridine. Reactions of 5 with carbanions stabilized by one cyano group are used to prepare glucosylamino thiophenes with only the B-configuration. Some other stereochemical aspects of the prepared compounds are discussed. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00243-2

文献信息

• Cu(OAc)₂-Triggered Cascade Reaction of Malonate-Tethered Acyl Oximes with Indoles, Indole-2-alcohols, and Indole-2-carboxamides
  作者：Peng-Fei Mao、Li-Jin Zhou、An-Qi Zheng、Chun-Bao Miao、Hai-Tao Yang

  DOI：10.1021/acs.orglett.9b00849

  日期：2019.5.3

  indole-2-carboxmides provides facile access to polysubstituted 3-pyrrolin-2-ones. The reaction features the generation of two adjacent electrophilic centers at the same time as cyclization to lactam. The subsequent double addition with nucleophiles followed by oxidation realizes the difunctionalization of the imine sp2-carbon and the adjacent α-sp3-carbon.

  丙二酸酯系的酰基肟与吲哚，吲哚-2-醇或吲哚-2-羧酰胺的Cu（OAc）2促进的级联反应提供了对多取代的3-吡咯啉-2-酮的便捷通道。该反应的特征在于在环化为内酰胺的同时产生两个相邻的亲电子中心。随后双加成与亲核试剂接着氧化实现亚胺SP的difunctionalization 2碳和邻近的α-SP 3碳上。
• Cu(OAc)₂-Promoted Oxidative Cross-Dehydrogenative Coupling Reaction of α-Acylmethyl Malonates with Indole Derivatives to Access 3-Functionalized Indoles and Polycyclic Indoles
  作者：Li-Jin Zhou、Kun Wang、Hong-Rong Guan、An-Qi Zheng、Hai-Tao Yang、Chun-Bao Miao

  DOI：10.1021/acs.joc.0c00624

  日期：2020.6.19

  A Cu(OAc)2-promoted oxidative cross-dehydrogenative coupling reaction of α-acylmethyl malonates with indole derivatives was developed. In the case of indoles, the regioselective coupling products were formed through a sequential dehydrogenation–addition–dehydrogenation process. When a second nucleophilic center was located in the 2-position of indoles, further successive nucleophilic cyclization occurred

  开发了Cu（OAc）2促进的α-酰基甲基丙二酸酯与吲哚衍生物的氧化交叉脱氢偶联反应。就吲哚而言，区域选择性偶联产物是通过顺序的脱氢-加成-脱氢过程形成的。当第二个亲核中心位于吲哚的2-位时，进一步连续的亲核环化发生，得到多环吲哚衍生物。事实证明，Cu（OAc）2不仅起氧化剂的作用，而且起催化剂的作用。
• TBAI/TBHP-Promoted Generation of Malonyl Radicals: Oxidative Coupling with Styrenes Leads to γ-Keto Diesters
  作者：Soumyadeep Roy Chowdhury、Injamam Ul Hoque、Soumitra Maity

  DOI：10.1002/asia.201800992

  日期：2018.10.4

  A metal‐free protocol for oxidative coupling of malonic esters with styrenes to form γ‐keto diesters has been developed. Key to the success of this process is the generation of malonyl radicals from unfunctionalized malonic esters under organo‐catalysis conditions with TBAI and TBHP. This process tolerates both terminal and internal olefins with diverse malonic esters. It provides a new green metal‐free

  已开发出一种无金属的方案，用于丙二酸酯与苯乙烯的氧化偶合以形成γ-酮二酯。该工艺成功的关键是在有机催化条件下，利用TBAI和TBHP，由未官能化的丙二酸酯生成丙二酰基。该方法耐受各种丙二酸酯的末端和内部烯烃。它提供了一种新的绿色无金属替代品，可替代传统的金属介导的方法来生成丙二酸基自由基，并通过γ-酮二酯在此生成丙二酸自由基。
• Photocatalytic Alkyl Radical Addition Tandem Oxidation of Alkenyl Borates
  作者：Yu-Jie Li、De-Guang Liu、Jin-Hu Ren、Tian-Jun Gong、Yao Fu

  DOI：10.1021/acs.joc.2c02923

  日期：——

  Photocatalytic oxidation is a popular transformation way for organic synthesis and is widely applied in academia and industry. Herein, we report a blue light-induced alkylation–oxidation tandem reaction for the synthesis of diverse ketones by combining alkyl radical addition and oxidation of alkenyl borates. This reaction shows excellent functional group compatibility in acceptable yields, and diversity

  光催化氧化是一种流行的有机合成转化方式，在学术界和工业界应用广泛。在此，我们报告了蓝光诱导的烷基化-氧化串联反应，通过结合烷基自由基加成和烯基硼酸盐的氧化来合成多种酮。该反应以可接受的收率显示出优异的官能团相容性，并且自由基前体的多样性是适用的。
• AhR抑制剂
  申请人：重庆华森制药股份有限公司

  公开号：CN114835687A

  公开（公告）日：2022-08-02

  本公开涉及一种如式(I)所示的化合物或其药学上可接受的盐，其作为AhR抑制剂的用途及制备方法。