1-(4-methoxyphenyl)-3-(thiophen-2-yl)prop-2-yn-1-one

• 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: 1-(4-methoxyphenyl)-3-(thiophen-2-yl)prop-2-yn-1-one
• 英文别名: 1-(4-Methoxyphenyl)-3-thiophen-2-ylprop-2-yn-1-one
• 化学式: C₁₄H₁₀O₂S
• 分子量: 242.298
• InChiKey: KZPCDOGHFFWSSZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  54.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1'-羟基-2',3'-去氢草蒿脑 在 manganese(IV) oxide 、 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 苯 为溶剂， 反应 96.5h， 生成 1-(4-methoxyphenyl)-3-(thiophen-2-yl)prop-2-yn-1-one
  参考文献：
  名称：

  Kundu, Nitya G.; Pal, Manojit; Chowdhury, Chinmay, Journal of Chemical Research, Miniprint, 1995, # 1, p. 101 - 123

  摘要：

  DOI：

文献信息

• Nematicidal pyrazoles
  申请人：——

  公开号：US20030028034A1

  公开（公告）日：2003-02-06

  Novel pyrazoles of formula (I) wherein R 1 represents halogen, C 1-6 alkyl, C 1-5 haloalkyl, C 2-6 alkoxy, C 1-4 alkylthio, C 2-5 alkenyloxy, C 3-5 alkynyloxy, C 2-6 (total carbon number) alkoxyalkyl, C 2-6 (total carbon number) alkylthioalkyl, C 1-5 haloalkoxy, C 2-6 (total carbon number) alkoxyalkoxy, hydroxy or optionally substituted phenyl, R 2 represents hydrogen, halogen, C 1-5 alkyl, C 2-6 (total carbon number) alkoxyalkyl, C 2-6 (total carbon number) alkylthioalkyl, C 2-6 (total carbon number) alkylsulfinylalkyl, C 2-6 (total carbon number) alkylsulfonylalkyl or C 1-5 haloalkyl, R 3 represents hydrogen, C 1-5 alkyl, —COR 4 , COOR 5 , CH(OR 6 ) 2 or CH 2 (Si(R 7 ) 3 , R 4 represents C 1-10 alkyl, C 1-6 haloalkyl, C 2-6 alkenyl, optionally substituted C 3-6 cycloalkyl, C 2-6 (total carbon number) alkoxyalkyl, C 2-6 (total carbon number) alkylthioalkyl, optionally substituted phenyl, C 1-6 haloalkyl, alkylamino, di-(C 1-6 alkyl)amino or optionally substituted phenylamino, R 5 represents C 1-7 alkyl, R 6 and R 7 represent C 1-6 alkyl, and n is 1, 2 or 3, and when n is 2 or 3, the corresponding number (n) of R 1 radicals may be the same or different, processes for preparing these compounds and their use as nematicides and anthelmintics.

  式（I）的新型吡唑类化合物，其中R1代表卤素、C1-6烷基、C1-5卤代烷基、C2-6烷氧基、C1-4烷基硫醚、C2-5烯基氧基、C3-5炔基氧基、C2-6（总碳数）烷氧基烷基、C2-6（总碳数）烷基硫醚烷基、C1-5卤代烷氧基、C2-6（总碳数）烷氧基烷氧基、羟基或可选取代的苯基；R2代表氢、卤素、C1-5烷基、C2-6（总碳数）烷氧基烷基、C2-6（总碳数）烷基硫醚烷基、C2-6（总碳数）烷基亚磺酰基烷基、C2-6（总碳数）烷基磺酰基烷基或C1-5卤代烷基；R3代表氢、C1-5烷基、—COR4、COOR5、CH（OR6）2或CH2（Si（R7）3、R4代表C1-10烷基、C1-6卤代烷基、C2-6烯基、可选取代的C3-6环烷基、C2-6（总碳数）烷氧基烷基、C2-6（总碳数）烷基硫醚烷基、可选取代的苯基、C1-6卤代烷基、烷基氨基、二（C1-6烷基）氨基或可选取代的苯基氨基；R5代表C1-7烷基；R6和R7代表C1-6烷基；n为1、2或3，当n为2或3时，相应数量（n）的R1基团可以相同或不同，制备这些化合物的方法以及它们作为杀线虫剂和驱虫剂的用途。
• Triazine-wingtips accelerated NHC-Pd catalysed carbonylative Sonogashira cross-coupling reaction
  作者：Kan Zhang、Yanxiu Yao、Wenjin Sun、Rui Wen、Yanyan Wang、Huaming Sun、Weiqiang Zhang、Guofang Zhang、Ziwei Gao

  DOI：10.1039/d1cc05280b

  日期：——

  alkynyl-coordinated catalytic active species PdCl(T-NHC)(Py)(alkynyl). In the putative Pd/Pd catalytic cycle, both triazine-wingtips and NHCs are key players for establishing the carbonylative cross-couplings with high TON and TOF.

  新设计的带有三嗪翼尖的 N-杂环卡宾 (T-NHC) 有效地加速了作为限速步骤的金属转移。通过使用 ppm 级预催化剂 T-NHC-Pd (8)，芳基碘、炔烃和一氧化碳的高效偶联提供了多种炔酮化合物。T-NHC-Pd (5) 在温和条件下使 4-甲基-苯乙炔去质子化，转化为炔基配位的催化活性物质 PdCl(T-NHC)(Py)(炔基)。在假定的 Pd/Pd 催化循环中，三嗪翼尖和 NHC 都是建立具有高 TON 和 TOF 的羰基化交叉偶联的关键参与者。
• Privilege Ynone Synthesis via Palladium-Catalyzed Alkynylation of “Super-Active Esters”
  作者：Bo Yu、Huaming Sun、Zunyuan Xie、Guofang Zhang、Li-Wen Xu、Weiqiang Zhang、Ziwei Gao

  DOI：10.1021/acs.orglett.5b01466

  日期：2015.7.2

  A neat palladium-catalyzed alkynylation reaction was developed with "super-active ester" as the carbonyl electrophile, which provides a dean-and efficient synthetic protocol for a broad array Of ynone compounds under CO-, Cu-,, ligand-, and base-free conditions. The superior activity of triazine ester was rationalized by the strong electron;withdrawing ability and the unique affinity of triazine On palladium. A mechanistic experiment clearly demonstrated that the N-Pd coordination of triazine plays a crucial role for the highly efficient C-O activation.
• US6310049B1
  申请人：——

  公开号：US6310049B1

  公开（公告）日：2001-10-30
• US6605730B2
  申请人：——

  公开号：US6605730B2

  公开（公告）日：2003-08-12