7-(N,N-dimethylthiocarbamoyloxy)-2,2-dimethyl-4-chromanones | 143260-13-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 7-(N,N-dimethylthiocarbamoyloxy)-2,2-dimethyl-4-chromanones
• 英文别名: 2,2-Dimethyl-7-((N,N-dimethylthiocarbamoyl)oxy)-4-chromanone；O-[(2,2-dimethyl-4-oxo-3H-chromen-7-yl)] N,N-dimethylcarbamothioate
• CAS: 143260-13-3
• 化学式: C₁₄H₁₇NO₃S
• 分子量: 279.36
• InChiKey: BWHVRDKSGCFEFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  70.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-(N,N-dimethylthiocarbamoyloxy)-2,2-dimethyl-4-chromanones 在 氢氧化钾 、 镍 、 N,N-二甲基苯胺 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 2.0h， 生成 2,2-二甲基-苯并二氢吡喃-4-酮
  参考文献：
  名称：

  Modification of Hydroxybenzopyranoids: Facile Deoxygenation of 2,2-Dimethyl-7-hydroxy-4-chromanones and a New Approach to Their Novel Mercapto Analogs

  摘要：

  A facile deoxygenation of a systematic series of substituted 2,2-dimethyl-7-hydroxy-4-chromanones via their sulfonate, isourea, and thiocarbamate derivatives is reported. The synthesis of novel 2,2-dimethyl-7-mercapto-4-chromanones has been accomplished by the hydrolysis of the corresponding thiocarbamates. The scope and limitations of different deoxygenation procedures in the case of these hydroxybenzopyranoids are also presented.

  DOI：

  10.1021/jo00100a038
• 作为产物：
  描述：

  2.2-Dimethyl-7-methansulfonyl-chroman-4-on 在 镍 三乙烯二胺 、 sodium hydroxide 、 氢气 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 25.0 ℃ 、506.62 kPa 条件下， 反应 3.0h， 生成 7-(N,N-dimethylthiocarbamoyloxy)-2,2-dimethyl-4-chromanones
  参考文献：
  名称：

  Modification of Hydroxybenzopyranoids: Facile Deoxygenation of 2,2-Dimethyl-7-hydroxy-4-chromanones and a New Approach to Their Novel Mercapto Analogs

  摘要：

  A facile deoxygenation of a systematic series of substituted 2,2-dimethyl-7-hydroxy-4-chromanones via their sulfonate, isourea, and thiocarbamate derivatives is reported. The synthesis of novel 2,2-dimethyl-7-mercapto-4-chromanones has been accomplished by the hydrolysis of the corresponding thiocarbamates. The scope and limitations of different deoxygenation procedures in the case of these hydroxybenzopyranoids are also presented.

  DOI：

  10.1021/jo00100a038

文献信息

• Sebeok, Peter; Timar, Tibor; Eszenyi, Tibor, Synthesis, 1994, # 8, p. 837 - 840
  作者：Sebeok, Peter、Timar, Tibor、Eszenyi, Tibor、Patonay, Tamas

  DOI：——

  日期：——
• Seboek Peter, Timar Tibor, Eszenyi Tibor, J. Org. Chem, 59 (1994) N 21, S 6318- 6321
  作者：Seboek Peter, Timar Tibor, Eszenyi Tibor

  DOI：——

  日期：——
• Modification of Hydroxybenzopyranoids: Facile Deoxygenation of 2,2-Dimethyl-7-hydroxy-4-chromanones and a New Approach to Their Novel Mercapto Analogs
  作者：Peter Sebok、Tibor Timar、Tibor Eszenyi、Tamas Patonay

  DOI：10.1021/jo00100a038

  日期：1994.10

  A facile deoxygenation of a systematic series of substituted 2,2-dimethyl-7-hydroxy-4-chromanones via their sulfonate, isourea, and thiocarbamate derivatives is reported. The synthesis of novel 2,2-dimethyl-7-mercapto-4-chromanones has been accomplished by the hydrolysis of the corresponding thiocarbamates. The scope and limitations of different deoxygenation procedures in the case of these hydroxybenzopyranoids are also presented.