3-benzoyl-7,7-dimethyl-2-methylsulfanyl-4-(4-nitrophenyl)-4,6,7,8-tetrahydrothiochromen-5-one | 1312414-03-1

• 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: 3-benzoyl-7,7-dimethyl-2-methylsulfanyl-4-(4-nitrophenyl)-4,6,7,8-tetrahydrothiochromen-5-one
• 英文别名: 3-benzoyl-7,7-dimethyl-2-methylsulfanyl-4-(4-nitrophenyl)-6,8-dihydro-4H-thiochromen-5-one
• CAS: 1312414-03-1
• 化学式: C₂₅H₂₃NO₄S₂
• 分子量: 465.594
• InChiKey: BJRUIGNGFXHNPH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  131
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  methyl 3-oxo-3-phenylpropanedithioate 、 对硝基苯甲醛 、 5,5-二甲基-1,3-环己二酮 在 四磷十氧化物 作用下， 反应 1.5h， 以90%的产率得到3-benzoyl-7,7-dimethyl-2-methylsulfanyl-4-(4-nitrophenyl)-4,6,7,8-tetrahydrothiochromen-5-one
  参考文献：
  名称：

  Regioselective Synthesis of Tetrahydrothiochromen-5-ones via a One-Pot Three-Component Solvent-Free Domino Protocol

  摘要：

  A highly efficient one-pot three-component regioselective synthesis of 4-aryl-3-aroyl-2-methylsulfanyl-4,6,7,8-tetrahydrothiochromen-5-ones has been developed by annulation of beta-oxodithioesters with aldehydes and cyclic 1,3-diketones under solvent-free conditions promoted by P2O5. No cocatalyst or activator is needed in this protocol. The merit of this process is highlighted by its high efficiency of producing three new bonds and a stereocenter In one operation.

  DOI：

  10.1021/ol201458q

文献信息

• Regioselective Synthesis of Tetrahydrothiochromen-5-ones via a One-Pot Three-Component Solvent-Free Domino Protocol
  作者：Sushobhan Chowdhury、Ganesh Chandra Nandi、Subhasis Samai、Maya Shankar Singh

  DOI：10.1021/ol201458q

  日期：2011.7.15

  A highly efficient one-pot three-component regioselective synthesis of 4-aryl-3-aroyl-2-methylsulfanyl-4,6,7,8-tetrahydrothiochromen-5-ones has been developed by annulation of beta-oxodithioesters with aldehydes and cyclic 1,3-diketones under solvent-free conditions promoted by P2O5. No cocatalyst or activator is needed in this protocol. The merit of this process is highlighted by its high efficiency of producing three new bonds and a stereocenter In one operation.