(3Z)-3-(hydroxymethylidene)-2-(2-trimethylsilylethynyl)chromen-4-one | 543740-01-8

• 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: (3Z)-3-(hydroxymethylidene)-2-(2-trimethylsilylethynyl)chromen-4-one
• CAS: 543740-01-8
• 化学式: C₁₅H₁₆O₃Si
• 分子量: 272.376
• InChiKey: ORWBIZVHSVZCNK-BENRWUELSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.95
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3Z)-3-(hydroxymethylidene)-2-(2-trimethylsilylethynyl)chromen-4-one 在 acid 作用下， 以 氘代氯仿 为溶剂， 反应 72.0h， 生成 2-Hydroxy-3-[3-trimethylsilanyl-prop-2-yn-(Z)-ylidene]-chroman-4-one
  参考文献：
  名称：

  Conjugate additions of lithium dialkynylcuprates [(RCC)2CuLi] to activated chromones. Unexpected formation of the 6H-bis[1]benzopyrano[2,3-b:3′,4′-e]pyridine system

  摘要：

  Lithium dialkynylcuprates [(RCequivalent toC)(2)CuLi], 1a-d, are easily generated and undergo conjugate additions to activated chromones giving 2-alkynylchroman-4-ones 4a-d, 13, 15c,d and 5, however, 1,4-additions to 3 proceed anomalously to give the eneynonitriles 6a-b and the bisbenzopyranopyridine 7. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02857-5
• 作为产物：
  描述：

  色酮-3-甲醛 、 alkaline earth salt of/the/ methylsulfuric acid 以 乙醚 为溶剂， 反应 1.33h， 以74%的产率得到(3Z)-3-(hydroxymethylidene)-2-(2-trimethylsilylethynyl)chromen-4-one
  参考文献：
  名称：

  Conjugate additions of lithium dialkynylcuprates [(RCC)2CuLi] to activated chromones. Unexpected formation of the 6H-bis[1]benzopyrano[2,3-b:3′,4′-e]pyridine system

  摘要：

  Lithium dialkynylcuprates [(RCequivalent toC)(2)CuLi], 1a-d, are easily generated and undergo conjugate additions to activated chromones giving 2-alkynylchroman-4-ones 4a-d, 13, 15c,d and 5, however, 1,4-additions to 3 proceed anomalously to give the eneynonitriles 6a-b and the bisbenzopyranopyridine 7. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02857-5

文献信息

• Conjugate additions of lithium dialkynylcuprates [(RCC)2CuLi] to activated chromones. Unexpected formation of the 6H-bis[1]benzopyrano[2,3-b:3′,4′-e]pyridine system
  作者：Dan E Daia、Christopher D Gabbutt、B.Mark Heron、John D Hepworth、Michael B Hursthouse、K.M.Abdul Malik

  DOI：10.1016/s0040-4039(02)02857-5

  日期：2003.2

  Lithium dialkynylcuprates [(RCequivalent toC)(2)CuLi], 1a-d, are easily generated and undergo conjugate additions to activated chromones giving 2-alkynylchroman-4-ones 4a-d, 13, 15c,d and 5, however, 1,4-additions to 3 proceed anomalously to give the eneynonitriles 6a-b and the bisbenzopyranopyridine 7. (C) 2003 Elsevier Science Ltd. All rights reserved.