S-methyl-3,4-dihydro-1(2H)-naphthalenone-2-thiocarboxylate | 364049-42-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: S-methyl-3,4-dihydro-1(2H)-naphthalenone-2-thiocarboxylate
• 英文别名: S-methyl 1-oxo-1,2,3,4-tetrahydro-2-naphthalenecarbothioate；S-methyl 1-oxo-3,4-dihydro-2H-naphthalene-2-carbothioate
• CAS: 364049-42-3
• 化学式: C₁₂H₁₂O₂S
• 分子量: 220.292
• InChiKey: RTWQUYMNYGFIGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  59.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  β-硝基苯乙烯 、 S-methyl-3,4-dihydro-1(2H)-naphthalenone-2-thiocarboxylate 在 C₂₆H₂₈FN₃O₃S 作用下， 以 二氯甲烷 为溶剂， 反应 40.0h， 生成 、
  参考文献：
  名称：

  新型金鸡纳生物碱衍生的双功能含磺酰胺催化剂介导的不对称迈克尔加成反应

  摘要：

  新型的含有磺酰胺基的金鸡纳生物碱衍生的双官能有机催化剂被用于促进双环α-取代的β-酮酸酯的迈克尔加成至硝基烯烃。所需的具有全碳季中心的迈克尔加合物以高收率和优异的对映选择性构建，证明了金鸡纳生物碱衍生的磺酰胺在不对称催化中的巨大潜力。

  DOI：

  10.1021/ol802486m
• 作为产物：
  描述：

  2-bis(methylthio)methylene-1-tetralone 在 三氟化硼乙醚 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.0h， 以97%的产率得到S-methyl-3,4-dihydro-1(2H)-naphthalenone-2-thiocarboxylate
  参考文献：
  名称：

  A FACILE SYNTHESIS OF β-OXOTHIOLCARBOXYLATES FROM α-OXOKETENEDITHIOACETALS^*

  摘要：

  alpha -Oxoketenedithioacetals and alkenoyl ketenedithioacetals underwent facile, boron trifluoride etherate assisted partial hydrolysis in dioxane to afford beta -oxothiolcarboxylates and gamma,delta -unsaturated beta -oxothiolcarboxylates, respectively, in good yields.

  DOI：

  10.1081/scc-100104056

文献信息

• A FACILE SYNTHESIS OF β-OXOTHIOLCARBOXYLATES FROM α-OXOKETENEDITHIOACETALS^*
  作者：Satheesh K. Nair、C. V. Asokan

  DOI：10.1081/scc-100104056

  日期：2001.1

  alpha -Oxoketenedithioacetals and alkenoyl ketenedithioacetals underwent facile, boron trifluoride etherate assisted partial hydrolysis in dioxane to afford beta -oxothiolcarboxylates and gamma,delta -unsaturated beta -oxothiolcarboxylates, respectively, in good yields.
• Asymmetric Michael Addition Mediated by Novel Cinchona Alkaloid-Derived Bifunctional Catalysts Containing Sulfonamides
  作者：Jie Luo、Li-Wen Xu、Robyn Aik Siew Hay、Yixin Lu

  DOI：10.1021/ol802486m

  日期：2009.1.15

  Novel cinchona alkaloid-derived bifunctional organocatalysts containing sulfonamide groups were utilized to promote Michael addition of bicyclic α-substituted β-ketoesters to nitroolefins. The desired Michael adducts with all-carbon quaternary centers were constructed in high yield and with excellent enantioselectivity, demonstrating the great potential of cinchona alkaloid-derived sulfonamides in

  新型的含有磺酰胺基的金鸡纳生物碱衍生的双官能有机催化剂被用于促进双环α-取代的β-酮酸酯的迈克尔加成至硝基烯烃。所需的具有全碳季中心的迈克尔加合物以高收率和优异的对映选择性构建，证明了金鸡纳生物碱衍生的磺酰胺在不对称催化中的巨大潜力。
• Bromine Complexes of Polyvinylpyrrolidone Supports: A Mild Reagent for the Transformation of α‐Oxoketene Dithioacetals to β‐Oxothiolesters
  作者：Paulson Mathew、Satheesh K. Nair、K. M. Sreedhar、V. N. Rajasekharan Pillai、C. V. Asokan

  DOI：10.1080/00397910500182069

  日期：2005.8.1

  When alpha-oxoketene dithioacetals 1a-n were treated with the bromine complex of a copolymer of 1-vinyl-2-pyrrolidone and 4-vinylpyridine, the corresponding thiolcarboxylates 2a-n were formed in excellent yields. The reaction also works with other 1-vinyl-2-pyrrolidone-derived polymers as well as commercially available polyvinylpyrrolidone- bromine complexes. The method is suitable for preparing aliphatic, aromatic, and gamma,delta-unsaturated beta-oxothiolcarboxylates.