Tert-butyl(4-chloro-2-iodophenoxy)dimethylsilane | 1235406-55-9

• 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: Tert-butyl(4-chloro-2-iodophenoxy)dimethylsilane
• 英文别名: tert-butyl-(4-chloro-2-iodophenoxy)-dimethylsilane
• CAS: 1235406-55-9
• 化学式: C₁₂H₁₈ClIOSi
• 分子量: 368.717
• InChiKey: HAHSSNYPANFBKS-UHFFFAOYSA-N

物化性质

• 沸点：
  290.3±25.0 °C(Predicted)
• 密度：
  1.387±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.33
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  Tert-butyl(4-chloro-2-iodophenoxy)dimethylsilane 在 copper(l) iodide 、 四(三苯基膦)钯 、 正丁胺 、 copper(l) chloride 作用下， 以 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 5-Chloro-2-(5-chloro-1-benzofuran-2-yl)-1-benzofuran
  参考文献：
  名称：

  One-pot synthesis of 2,2′-bisbenzofurans using cuprous chloride as a catalyst

  摘要：

  A variety of novel 5,5'-disubstituted-2,2'-bisbenzofuran derivatives were synthesized by treatment of 4-substituted-2-(2-trimethylsilylethynyl)phenyl tert-butyldimethylsilyl ether analogues with Cud I as a catalyst in 62-82% isolated yields. This novel strategy provides a straightforward and simple pathway for the preparation of 2,2'-bisbenzofuran derivatives of interest in life and material sciences. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.03.040
• 作为产物：
  描述：

  对氯苯酚 在 咪唑 、 chloroamine-T 、 sodium iodide 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 Tert-butyl(4-chloro-2-iodophenoxy)dimethylsilane
  参考文献：
  名称：

  One-pot synthesis of 2,2′-bisbenzofurans using cuprous chloride as a catalyst

  摘要：

  A variety of novel 5,5'-disubstituted-2,2'-bisbenzofuran derivatives were synthesized by treatment of 4-substituted-2-(2-trimethylsilylethynyl)phenyl tert-butyldimethylsilyl ether analogues with Cud I as a catalyst in 62-82% isolated yields. This novel strategy provides a straightforward and simple pathway for the preparation of 2,2'-bisbenzofuran derivatives of interest in life and material sciences. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.03.040

文献信息

• Convenient and Highly Efficient Routes to 2  <i>H</i> ‐Chromene and 4‐Chromanone Derivatives: Iodine‐Promoted and <i>p</i> ‐Toluenesulfonic Acid Catalyzed Cascade Cyclizations of Propynols
  作者：Yi‐Feng Qiu、Yu‐Ying Ye、Xian‐Rong Song、Xin‐Yu Zhu、Fang Yang、Bo Song、Jia Wang、Hui‐Liang Hua、Yu‐Tao He、Ya‐Ping Han、Xue‐Yuan Liu、Yong‐Min Liang

  DOI：10.1002/chem.201406100

  日期：2015.2.16

  A convenient strategy is presented for the easy preparation of a series of 2 H‐chromenes under mild conditions through iodocyclization of readily accessible propynols. In addition, various 4‐chromanones can be synthesized through a p‐toluenesulfonic acid catalyzed cascade cyclization with high efficiency (yields up to 99 %). Our developed reaction systems are proven to have good functional‐group applicability

  提出了一种简便的策略，可以通过容易获得的丙炔醇的碘环化，在温和条件下轻松制备一系列2  H-色烯。此外，可以通过p合成各种4-chromanones甲苯磺酸高效催化级联环化（产率高达99％）。我们开发的反应系统经验证具有良好的官能团适用性，并且可以按比例放大至克数量，并具有令人满意的产率。这些系统还为两种重要的类黄酮骨架提供了新的合成策略，而无需使用昂贵且有毒的金属催化剂。此外，生成的卤化物可进一步用于随后的钯催化的偶联反应中，因此这些化合物可作为潜在的中间体，用于构建某些有价值的药物分子。
• SULFONAMIDE DERIVATIVES
  申请人：Beaudoin Serge

  公开号：US20100197655A1

  公开（公告）日：2010-08-05

  The present invention relates to compounds of the formula and pharmaceutically acceptable salts, solvates or tautomers thereof, to processes for the preparation of, intermediates used in the preparation of, and compositions containing such compounds, and the uses of such compounds, in particular for the treatment of pain.

  本发明涉及以下公式的化合物及其药学上可接受的盐、溶剂物或互变异构体，制备这些化合物的过程中使用的中间体，以及含有这些化合物的组合物，以及这些化合物的用途，特别是用于治疗疼痛。
• Sulfonamide derivatives
  申请人：Pfizer Limited

  公开号：US08153814B2

  公开（公告）日：2012-04-10

  The present invention relates to compounds of the formula and pharmaceutically acceptable salts, solvates or tautomers thereof, to processes for the preparation of, intermediates used in the preparation of, and compositions containing such compounds, and the uses of such compounds, in particular for the treatment of pain.

  本发明涉及公式化合物及其药学上可接受的盐、溶剂化合物或互变异构体，制备这些化合物的方法、用于制备中间体的中间体、含有这些化合物的组合物，以及这些化合物的用途，特别是用于治疗疼痛。
• Sulfonamide Derivatives
  申请人：Beaudoin Serge

  公开号：US20120149679A1

  公开（公告）日：2012-06-14

  The present invention relates to compounds of the formula and pharmaceutically acceptable salts, solvates or tautomers thereof, to processes for the preparation of, intermediates used in the preparation of, and compositions containing such compounds, and the uses of such compounds, in particular for the treatment of pain.

  本发明涉及以下公式的化合物及其药学上可接受的盐、溶剂合物或互变异构体，制备这些化合物的过程中使用的中间体，含有这些化合物的组合物，以及这些化合物的用途，特别是用于治疗疼痛。
• BF₃·Et₂O-Promoted Cleavage of the C_sp–C_sp2 Bond of 2-Propynolphenols/Anilines: Route to C2-Alkenylated Benzoxazoles and Benzimidazoles
  作者：Xian-Rong Song、Yi-Feng Qiu、Bo Song、Xin-Hua Hao、Ya-Ping Han、Pin Gao、Xue-Yuan Liu、Yong-Min Liang

  DOI：10.1021/jo502761x

  日期：2015.2.20

  A novel BF3 center dot Et2O-promoted tandem reaction of easily prepared 2-propynolphenols/anilines and trimethylsilyl azide is developed to give C2-alkenylated benzoxazoles and benzimidazoles in moderate to good yields. Most reactions could be accomplished in 30 min at room temperature. This tandem process involves a C-sp-C-sp2 bond cleavage and a C-N bond formation. Moreover, both tertiary and secondary propargylic alcohols with diverse functional groups were tolerated under the mild conditions.