(2-hydroxyphenyl)(thiophen-3-yl)methanone | 109106-66-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2-hydroxyphenyl)(thiophen-3-yl)methanone
• 英文别名: (2-Hydroxyphenyl)-thiophen-3-ylmethanone
• CAS: 109106-66-3
• 化学式: C₁₁H₈O₂S
• 分子量: 204.249
• InChiKey: QPDDOPVHRGZEGP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  65.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2-hydroxyphenyl)(thiophen-3-yl)methanone 在 copper(l) iodide 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以20%的产率得到4H-thieno[2,3-b]chromen-4-one
  参考文献：
  名称：

  Synthesis of Chromeno[2,3-d]imidazol-9(1H)-ones via Tandem Reactions of 3-Iodochromones with Amidines Involving Copper-Catalyzed C–H Functionalization and C–O Bond Formation

  摘要：

  A novel six-membered heterocyclic skeleton of imidazochromone was prepared via an efficient one-pot reaction including a key step of copper-catalyzed aerobic C-H intramolecular cycloetherification. Notably, this process does not require the presence of strong para electron-withdrawing groups on the phenol component. Also, the results of this effort show that acyl phenols containing electron-rich heterocycles participate in an efficient C-H activation/C-O formation process.

  DOI：

  10.1021/ol401966y
• 作为产物：
  描述：

  N-phenoxyphthalimide 在 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 copper diacetate 、 sodium carbonate 、 一水合肼 作用下， 以 甲醇 、 水 、 乙酸乙酯 为溶剂， 反应 26.0h， 生成 (2-hydroxyphenyl)(thiophen-3-yl)methanone
  参考文献：
  名称：

  Csp2-H键与炔烃的酰基来源酰化：Rh-Cu双金属催化的C [同] C键断裂

  摘要：

  已经描述了新颖的Rh-Cu双金属催化的C C键断裂作为Csp 2 -H键酰化的酰基替代物。这种转化提供了一种使用...来合成邻酰基苯酚的简明方法。

  DOI：

  10.1039/c6cc05769a

文献信息

• <scp>Ruthenium‐Catalysed</scp> Asymmetric Intramolecular Isomerization/Esterification Reaction: Direct Synthesis of Chiral Dihydrocoumarins
  作者：Lingzi Zhao、Xuchao Wang、Qing Qiang、Xingwei Zhao、Feipeng Liu、Shenci Lu、Zi‐Qiang Rong

  DOI：10.1002/cjoc.202400084

  日期：——

  An asymmetric isomerization/intramolecular coupling reaction of allylic alcohols to synthesize chiral dihydrocoumarins was successfully accomplished through ruthenium catalysis. This method demonstrates a wide substrate applicability, excellent tolerance for various functional groups, and good enantioselectivities (up to 90% ee). It provides a convenient pathway to produce a diverse range of structurally

  通过钌催化，成功完成了烯丙醇的不对称异构化/分子内偶联反应合成手性二氢香豆素。该方法表现出广泛的底物适用性、对各种官能团的优异耐受性以及良好的对映选择性（高达 90% ee）。它提供了一种高效生产各种结构不同的手性二氢香豆素的便捷途径。
• Rh(III)-catalyzed aldehyde C–H bond functionalization of salicylaldehydes with arylboronic acids
  作者：Dahai Wang、Sunliang Cui

  DOI：10.1016/j.tet.2015.09.053

  日期：2015.11

  A Rh(III)-catalyzed aldehyde C-H bond functionalization of salicylaldehydes with arylboronic acids has been developed, with features of mild reaction condition and high efficiency. Furthermore, the functionalized 2-hydroxybenzophenone could be subject to divergent synthesis of heterocycles. (C) 2015 Elsevier Ltd. All rights reserved.
• MURO TOMIO; YUKI HIROSHI; KAWAKITA TAKESHI; CHIHARA YASUAKI; YASUMOTO MIT+, J. PHARM. SOC. JAP., 106,(1986) N 9, 764-774
  作者：MURO TOMIO、 YUKI HIROSHI、 KAWAKITA TAKESHI、 CHIHARA YASUAKI、 YASUMOTO MIT+

  DOI：——

  日期：——
• Synthesis of Chromeno[2,3-<i>d</i>]imidazol-9(1<i>H</i>)-ones via Tandem Reactions of 3-Iodochromones with Amidines Involving Copper-Catalyzed C–H Functionalization and C–O Bond Formation
  作者：Jia Sheng、Bo Chao、Hong Chen、Youhong Hu

  DOI：10.1021/ol401966y

  日期：2013.9.6

  A novel six-membered heterocyclic skeleton of imidazochromone was prepared via an efficient one-pot reaction including a key step of copper-catalyzed aerobic C-H intramolecular cycloetherification. Notably, this process does not require the presence of strong para electron-withdrawing groups on the phenol component. Also, the results of this effort show that acyl phenols containing electron-rich heterocycles participate in an efficient C-H activation/C-O formation process.
• Acylation of Csp²–H bond with acyl sources derived from alkynes: Rh–Cu bimetallic catalyzed CC bond cleavage
  作者：Ying Xie

  DOI：10.1039/c6cc05769a

  日期：——

  A novel Rh-Cu bimetallic catalyzed C[identical with]C bond cleavage as the acyl surrogates for the Csp2-H bonds acylation has been described. This transformation provides a concise way to synthesize orth-Acylphenols using...

  已经描述了新颖的Rh-Cu双金属催化的C C键断裂作为Csp 2 -H键酰化的酰基替代物。这种转化提供了一种使用...来合成邻酰基苯酚的简明方法。