ethyl (2E)-3-(2-fluoro-5-nitrophenyl)acrylate | 91319-50-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: ethyl (2E)-3-(2-fluoro-5-nitrophenyl)acrylate
• 英文别名: ethyl (2E)-3-(2-fluoro-5-nitrophenyl)prop-2-enoate；ethyl (E)-3-(2-fluoro-5-nitrophenyl)prop-2-enoate
• CAS: 91319-50-5
• 化学式: C₁₁H₁₀FNO₄
• 分子量: 239.203
• InChiKey: MIOPWTLOGXFJHE-ZZXKWVIFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 海关编码：
  2916399090

反应信息

• 作为反应物：
  描述：

  ethyl (2E)-3-(2-fluoro-5-nitrophenyl)acrylate 在 Wilkinson's catalyst 锂硼氢 、 氢气 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 1.0h， 生成 2-氟-5-硝基苯丙醇
  参考文献：
  名称：

  Houghton, Roy P.; Voyle, Martyn; Price, Raymond, Journal of the Chemical Society. Perkin transactions I, 1984, # 5, p. 925 - 931

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氟-5-硝基苯甲醛 、 乙氧甲酰基亚甲基三苯基膦 以 乙醇 为溶剂， 反应 1.0h， 以54%的产率得到ethyl (2E)-3-(2-fluoro-5-nitrophenyl)acrylate
  参考文献：
  名称：

  Houghton, Roy P.; Voyle, Martyn; Price, Raymond, Journal of the Chemical Society. Perkin transactions I, 1984, # 5, p. 925 - 931

  摘要：

  DOI：

文献信息

• Synthesis and Exploration of Abscisic Acid Receptor Agonists Against Dought Stress by Adding Constraint to a Tetrahydroquinoline‐Based Lead Structure
  作者：Guido Bojack、Rachel Baltz、Jan Dittgen、Christian Fischer、Jörg Freigang、Rahel Getachew、Erwin Grill、Hendrik Helmke、Sabine Hohmann、Gudrun Lange、Stefan Lehr、Fabien Porée、Jana Schmidt、Dirk Schmutzler、Zhenyu Yang、Jens Frackenpohl

  DOI：10.1002/ejoc.202100415

  日期：2021.6.21

  exploration, and optimization of a lead structure that had shown good initial in vitro activity by interacting with RCAR/(PYR/PYL) receptor proteins, a key biochemical target of plant hormone abscisic acid. In the course of the in-depth SAR study, several new potent sulfonamide lead structures with higher target affinity and, more importantly, improved in vivo efficacy against drought stress in broad-acre crops

  在本文所述的 SAR 研究中，分析、探索和优化通过与 RCAR/(PYR/PYL) 受体蛋白（植物激素脱落酸的关键生化靶标）相互作用而显示出良好的初始体外活性的先导结构。在深入的 SAR 研究过程中，确定了几种新的强效磺酰胺先导结构，与最初的先导结构相比，它们具有更高的靶点亲和力，更重要的是，在大面积作物油菜和小麦中，它们在体内对抗干旱胁迫的功效有所提高。
• Substituted 1-cycloalkyl-2-oxotetrahydroquinolin-6-ylsulfonamides or salts thereof and use thereof to increase stress tolerance in plants
  申请人：BAYER CROPSCIENCE AKTIENGESELLSCHAFT

  公开号：US20180020662A1

  公开（公告）日：2018-01-25

  Substituted 1-cycloalkyl-2-oxotetrahydroquinolin-6-ylsulfonamides or salts thereof as active ingredients to counter abiotic plant stress The invention relates to substituted 1-cycloalkyl-2-oxotetrahydroquinolin-6-ylsulfonamides of the general formula (I) and salts thereof where the R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , R 11 , R 12 , R 13 , R 14 , W, X and Y radicals and the index n are each as defined in the description, to processes for preparation thereof and to the use thereof for enhancing stress tolerance in plants with respect to abiotic stress, and/or for increasing plant yield.

  将1-环烷基-2-氧代四氢喹啉-6-磺酰胺或其盐作为活性成分来对抗非生物胁迫植物应激。该发明涉及通式(I)的被替代的1-环烷基-2-氧代四氢喹啉-6-磺酰胺及其盐，其中R1、R2、R3、R4、R5、R6、R7、R8、R9、R10、R11、R12、R13、R14、W、X和Y基团以及指数n均如描述中所定义，用于制备过程以及用于增强植物对非生物胁迫的耐受性和/或增加植物产量的用途。
• SUBSTITUTED OXOTETRAHYDROQUINOLINYLPHOSPHINIC ACID AND PHOSPHINIC ACID AMIDES OR SALTS THEREOF AND USE THEREOF TO INCREASE STRESS TOLERANCE IN PLANTS
  申请人：Bayer CropScience Aktiengesellschaft

  公开号：US20180199575A1

  公开（公告）日：2018-07-19

  The invention relates to substituted oxotetrahydroquinolinylphosphin- and -phosphonamides of the general formula (I) and salts thereof where the radicals of the formula (I) are each as defined in the description for enhancing stress tolerance in plants to abiotic stress, and for enhancing plant growth and/or for increasing plant yield.

  该发明涉及一般式（I）的取代氧代四氢喹啉基磷和磷酰胺以及其盐，其中一般式（I）的基团如描述中所定义，用于增强植物对非生物胁迫的耐受性，并用于促进植物生长和/或增加植物产量。
• Selectivity Switch in Non‐Directed Palladium‐Catalyzed C‐H Olefination of Chlorobenzene Derivatives
  作者：Jeanne Fichez、Maria Ivana Lapuh、Lina Truong、Hassan Oulyadi、Floris Buttard、Tatiana Besset

  DOI：10.1002/adsc.202400316

  日期：——

  a bulky 2,6-dialkylpyridine ligand L1 (Scheme 1).10a The role of this monodentate nitrogen-based ligand was critical to enhance the catalytic activity of palladium complexes and to tune the regioselectivity as illustrated in other palladium-catalyzed non-directed C−H bond arylation, acetoxylation and olefination reactions.10 Since these pioneering works, several ligands have been designed to improve

   介绍 通过过渡金属催化对惰性 C−H 键进行官能化已成为有机化学中用于创建新的碳−碳和碳−杂原子键的最重要的工具。 1 自然地，该策略用于复杂分子支架、天然产物的合成，并应用于包括生物活性成分在内的各种化合物的后期功能化。 2 为了解决选择性功能化目标 C−H 键的困难，一种常见的方法依赖于使用导向基团。这些随后可以配位金属催化剂，并通过形成合适的金属环将其放置在目标 CH 键附近。 1, 3 最近，还开发了分子模板或二次相互作用导向的方法来激活位于远端位置的 CH 键。 4 补充策略依赖于非定向 C−H 激活方法，避免了与定向基团安装和裂解相关的缺点，但有时会牺牲区域选择性。 5 在这些不同的CH官能化方法中，交叉脱氢偶联（CDC）反应受到非官能化底物 6, 7, 8 的高度关注，其中古老的Fujiwara-Moritani烯化反应作为旗舰反应。 9 2009年，Yu课题组利用大体积的2
• Tetrahydroquinolinyl phosphinamidates and phosphonamidates enhancing tolerance towards drought stress in crops via interaction with ABA receptor proteins
  作者：Jens Frackenpohl、Luka J.B. Decker、Jan Dittgen、Jörg Freigang、Pierre Génix、Hendrik Helmke、Gudrun Lange、Peter Luemmen、Jana Schmidt、Dirk Schmutzler、Jean-Pierre Vors

  DOI：10.1016/j.bmc.2020.115725

  日期：2020.11

  New phosphorous-containing lead structures against drought stress in crops interacting with RCAR/(PYR/PYL) receptor proteins were identified starting from in-depth SAR studies of related sulfonamide lead structures and protein docking studies. A converging 6-step synthesis via phosphinic chlorides and phosphono chloridates as key intermediates afforded envisaged tetrahydroquinolinyl phosphinamidates and phosphonamidates. Whilst tetrahydroquinolinyl phosphonamidates 13a,b exhibited low to moderate target affinities, the corresponding tetrahydroquinolinyl phosphinamidates 12a,b revealed confirmed strong affinities for RCAR/ (PYR/PYL) receptor proteins in Arabidopsis thaliana on the same level as essential plant hormone abscisic acid (ABA) combined with promising efficacy against drought stress in vivo (broad-acre crops wheat and canola).