2-methyl-6H-benzo[c]thiochromene 5,5-dioxide | 136859-35-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻喃类
• 英文名称: 2-methyl-6H-benzo[c]thiochromene 5,5-dioxide
• 英文别名: 2-methyl-6H-dibenzo[b,d]thiine-5,5-dioxide
• CAS: 136859-35-3
• 化学式: C₁₄H₁₂O₂S
• 分子量: 244.314
• InChiKey: JCEKMRXZWCISFO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-bromobenzyl 4-methylphenyl sulfone 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 苯 为溶剂， 以40%的产率得到2-methyl-6H-benzo[c]thiochromene 5,5-dioxide
  参考文献：
  名称：

  通过分子内自由基ipso取代反应合成联芳基的新途径

  摘要：

  可以在中性条件下通过sp 2磺酰基取代的碳原子上的分子内自由基ipso取代反应制备各种有用的官能化联芳基；该方法的总效率取决于连接两个芳环的原子的性质和数量以及芳族乙酰对映体环上适当放置的取代基。

  DOI：

  10.1039/c39910000877

文献信息

• A novel route to biaryls via intramolecular free radical ipso substitution reactions
  作者：William B. Motherwell、Andrew M. K. Pennell

  DOI：10.1039/c39910000877

  日期：——

  A variety of usefully functionalised biaryls may be prepared under neutral conditions by an intramolecular free radical ipso substitution reaction at an sp2 sulphonyl substituted carbon atom; the overall efficiency of the process being determined both by the nature and number of atoms linking the two aromatic rings and by appropriately positioned substituents on the aromatic aceeptor ring.

  可以在中性条件下通过sp 2磺酰基取代的碳原子上的分子内自由基ipso取代反应制备各种有用的官能化联芳基；该方法的总效率取决于连接两个芳环的原子的性质和数量以及芳族乙酰对映体环上适当放置的取代基。
• Synthesis of Sulfur-Bridged Polycycles via Pd-Catalyzed Dehydrogenative Cyclization
  作者：Binjie Wang、Yue Liu、Cong Lin、Yiming Xu、Zhanxiang Liu、Yuhong Zhang

  DOI：10.1021/ol502127j

  日期：2014.9.5

  A general approach to sulfur-bridged polycycles by palladium-catalyzed double C(sp(2))-H bond oxidative cyclization is presented. This protocol afforded diverse sulfur-bridged five-, six-, and seven-membered polycycles in moderate to good yields with a tolerance for a wide variety of functional groups. A sulfide-bridged six-membered pyrene-thienoacene compound was synthesized readily using this method, and excellent performance for photoluminescence quantum yield was observed.
• Synthesis of biaryls via intramolecular free radical ipso-substitution reactions
  作者：Feroze Ujjainwalla、Maria Lucília E.N. da Mata、Andrew M.K. Pennell、Carmen Escolano、William B. Motherwell、Santiago Vázquez

  DOI：10.1016/j.tet.2015.07.048

  日期：2015.9

  intramolecular free radical [1,5]-ipso-substitution using sulfonamide and sulfonate derived tethering chains. The overall efficiency of the process is determined by appropriately positioned substituents on the aromatic acceptor ring. The extension of the process to benzylic sulfonates and their corresponding N-methylsulfonamide alternatives as substrates in potential [1,6]-ipso-substitution reactions leads

  使用磺酰胺和磺酸酯衍生的束缚链，通过分子内自由基[1,5] -ipso取代制备各种官能化的联芳基和杂联芳基。该方法的总效率由芳族受体环上适当定位的取代基决定。该方法的扩展来苄基磺酸酯和它们的相应Ñ -methylsulfonamide替代作为底物在潜在[1,6] -本位3'-取代反应引线主要以替代[1,7]加成产物。