2,4,6-trimethoxy-2'-methylbiphenyl | 1262967-20-3

• 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: 2,4,6-trimethoxy-2'-methylbiphenyl
• 英文别名: 1,3,5-Trimethoxy-2-(2-methylphenyl)benzene；1,3,5-trimethoxy-2-(2-methylphenyl)benzene
• CAS: 1262967-20-3
• 化学式: C₁₆H₁₈O₃
• 分子量: 258.317
• InChiKey: HIJHMBMWRPXIJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-碘代甲苯 、 1-溴-2,4,6-三甲氧基苯 在 正丁基锂 、 zinc(II) chloride 、 双(二苯基膦苯基醚)二氯化钯(II) 作用下， 以 四氢呋喃 为溶剂， 反应 0.75h， 以74%的产率得到2,4,6-trimethoxy-2'-methylbiphenyl
  参考文献：
  名称：

  Pd(DPEPhos)Cl2-catalyzed Negishi cross-couplings for the formation of biaryl and diarylmethane phloroglucinol adducts

  摘要：

  Several functionalized biaryls and diarylmethanes containing the phloroglucinol subunit were synthesized in 55-85% yields using Negishi cross-couplings of 2,4,6-trimethoxyphenylzinc chloride with aryl and benzyl halides in the presence of catalytic quantities of Pd(DPEPhos)Cl-2. These simple to prepare couplings were generally complete in 1-24 h depending on the halide, and were applicable to aryl and benzyl halides containing both electron-donating and electron-withdrawing groups. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.01.030

文献信息

• Pd-catalysed decarboxylative Suzuki reactions and orthogonal Cu-based O-arylation of aromatic carboxylic acids
  作者：Jian-Jun Dai、Jing-Hui Liu、Dong-Fen Luo、Lei Liu

  DOI：10.1039/c0cc04104a

  日期：——

  Pd-catalysed decarboxylative Suzuki reactions and orthogonal Cu-based O-arylation reactions of aromatic carboxylic acids are reported. The new reactions may provide alternative routes for the synthesis of some biaryls and aromatic carboxylic esters.

  钯催化的脱羧Suzuki反应和芳香族羧酸的正交Cu基O-芳基化反应已有报道。新的反应可能为某些联芳基和芳族羧酸酯的合成提供替代途径。
• Synthesis of NHC Ligands Containing a Sulfoxide Moiety and Their Use in Cross-Coupling via a Au(I)/(III) Catalytic Cycle
  作者：Takanori Shibata、Rikako Nagai、Sari Okazaki、Shun Nishibe、Mamoru Ito

  DOI：10.1246/bcsj.20220013

  日期：2022.4.15

  We designed and synthesized a new series of NHCs with a sulfoxide moiety as a hemilabile ligand. We investigated the catalytic activities of Au(I)-NHC complexes in the strong oxidant-free cross-coupling of iodoarenes with 1,3,5-trimethoxybenzene. We ascertained that the sulfoxide moiety is critical for the Au(I)/(III) catalytic cycle.

  我们设计并合成了一系列新的以亚砜部分作为半可配体的 NHC。我们研究了 Au(I)-NHC 配合物在碘芳烃与 1,3,5-三甲氧基苯的无强氧化剂交叉偶联中的催化活性。我们确定亚砜部分对 Au(I)/(III) 催化循环至关重要。
• Back matter
  作者：Gerber, Roman、Blacque, Olivier、Frech, Christian M.

  DOI：10.1039/c1dt90189c

  日期：——
• Pd(DPEPhos)Cl2-catalyzed Negishi cross-couplings for the formation of biaryl and diarylmethane phloroglucinol adducts
  作者：Eric G. Dennis、David W. Jeffery、Michael V. Perkins、Paul A. Smith

  DOI：10.1016/j.tet.2011.01.030

  日期：2011.3

  Several functionalized biaryls and diarylmethanes containing the phloroglucinol subunit were synthesized in 55-85% yields using Negishi cross-couplings of 2,4,6-trimethoxyphenylzinc chloride with aryl and benzyl halides in the presence of catalytic quantities of Pd(DPEPhos)Cl-2. These simple to prepare couplings were generally complete in 1-24 h depending on the halide, and were applicable to aryl and benzyl halides containing both electron-donating and electron-withdrawing groups. (C) 2011 Elsevier Ltd. All rights reserved.