4-(dibenzo[b,d]furan-3-ylsulfonyl)morpholine | 311323-21-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 4-(dibenzo[b,d]furan-3-ylsulfonyl)morpholine
• 英文别名: 4-Dibenzofuran-3-ylsulfonylmorpholine
• CAS: 311323-21-4
• 化学式: C₁₆H₁₅NO₄S
• mdl: MFCD00754790
• 分子量: 317.365
• InChiKey: HDGYMEWEDUJMGB-UHFFFAOYSA-N

物化性质

• 沸点：
  518.7±60.0 °C(Predicted)
• 密度：
  1.398±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  68.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  在 4,5-二氮芴-9-酮 、 palladium diacetate 、 potassium carbonate 、 sodium 2,4,6-trimethylbenzoate 、 1,3-双(2,6-二异丙基苯基)咪唑-2-烯 作用下， 以 均三甲苯 为溶剂， 反应 24.0h， 以87%的产率得到4-(dibenzo[b,d]furan-3-ylsulfonyl)morpholine
  参考文献：
  名称：

  Synthesis of Dibenzofurans via Palladium-Catalyzed Phenol-Directed C–H Activation/C–O Cyclization

  摘要：

  A practical, Pd(0)/Pd(II)-catalyzed reaction was developed for phenol-directed C-H activation/C-O cyclization using air as an oxidant. The turnover-limiting step of the process was found to be C-O reductive elimination instead of C-H activation. This reaction can tolerate a variety of functional groups and is complementary to the previous methods for the synthesis of substituted dibenzofurans.

  DOI：

  10.1021/ja203335u

文献信息

• S(<scp>vi</scp>) in three-component sulfonamide synthesis: use of sulfuric chloride as a linchpin in palladium-catalyzed Suzuki–Miyaura coupling
  作者：Xuefeng Wang、Min Yang、Shengqing Ye、Yunyan Kuang、Jie Wu

  DOI：10.1039/d1sc01351c

  日期：——

  Sulfuric chloride is used as the source of the –SO2– group in a palladium-catalyzed three-component synthesis of sulfonamides. Suzuki–Miyaura coupling between the in situ generated sulfamoyl chlorides and boronic acids gives rise to diverse sulfonamides in moderate to high yields with excellent reaction selectivity. Although this transformation is not workable for primary amines or anilines, the results

  在钯催化的三组分磺酰胺合成中，氯化硫被用作-SO 2-基团的来源。原位生成的氨磺酰氯与硼酸之间的Suzuki-Miyaura偶联以中等至高收率产生了多种磺酰胺，并具有出色的反应选择性。尽管此转化不适用于伯胺或苯胺，但结果表明官能团耐受性高。通过解决脱磺酰化问题并利用廉价且容易获得的氯化硫作为二氧化硫的来源，首先实现了氧化还原中性三组分合成的磺酰胺。
• Synthesis of Dibenzofurans via Palladium-Catalyzed Phenol-Directed C–H Activation/C–O Cyclization
  作者：Bin Xiao、Tian-Jun Gong、Zhao-Jing Liu、Jing-Hui Liu、Dong-Fen Luo、Jun Xu、Lei Liu

  DOI：10.1021/ja203335u

  日期：2011.6.22

  A practical, Pd(0)/Pd(II)-catalyzed reaction was developed for phenol-directed C-H activation/C-O cyclization using air as an oxidant. The turnover-limiting step of the process was found to be C-O reductive elimination instead of C-H activation. This reaction can tolerate a variety of functional groups and is complementary to the previous methods for the synthesis of substituted dibenzofurans.