2-(p-methylbenzylidene)-6-methoxycoumaran-3-one | 108197-50-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 橙酮类黄酮
• 英文名称: 2-(p-methylbenzylidene)-6-methoxycoumaran-3-one
• 英文别名: (E)-6-methoxy-4'-methylaurone；6-Methoxy-2-[(4-methylphenyl)methylidene]-1-benzofuran-3-one
• CAS: 108197-50-8
• 化学式: C₁₇H₁₄O₃
• 分子量: 266.296
• InChiKey: XRQSEZGWDUKPDJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-苯甲酰甲基溴吡啶 、 2-(p-methylbenzylidene)-6-methoxycoumaran-3-one 在 乙酸铵 作用下， 以 溶剂黄146 为溶剂， 以55%的产率得到7-Methoxy-2-phenyl-4-p-tolyl-benzo[4,5]furo[3,2-b]pyridine
  参考文献：
  名称：

  Sarbagya, D. P.; Rangachari, K.; Mazumdar, A. K. D., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1986, vol. 25, p. 891 - 893

  摘要：

  DOI：
• 作为产物：
  描述：

  6-甲氧基-3-苯并呋喃酮 、 对甲基苯甲醛 在 盐酸 作用下， 以 溶剂黄146 为溶剂， 反应 16.0h， 生成 2-(p-methylbenzylidene)-6-methoxycoumaran-3-one
  参考文献：
  名称：

  Proximity effects in the electron impact mass spectra of aurones and related compounds

  摘要：

  AbstractThe principal ions in the electron impact mass spectra of a series of 6‐methoxyaurones have been shown to be due to four separate reactions associated with proximity effects involving the phenyl group and the coumaran‐one residue. A detailed study with labelled derivatives has been supplemented by a study of the vinylogue 2‐cinnamylidene‐6‐methoxycoumaran‐3‐one and compounds in which the aurone phenyl group has been replaced by α‐naphthyl, β‐naphthyl and 9‐anthryl.

  DOI：

  10.1002/oms.1210151102

文献信息

• Rh-Catalyzed aldehydic C–H alkynylation and annulation
  作者：Maddali L. N. Rao、Boddu S. Ramakrishna

  DOI：10.1039/c9ob02670c

  日期：——

  aldehydic C-H bond alkynylation and annulation for the in situ synthesis of chromones and aurones are described. It involves the sequential aldehyde C-H bond alkynylation of salicylaldehyde with in situ generated 1-bromoalkyne from 1,1-dibromoalkene followed by annulation. This protocol shows good functional group tolerance including aryl, alkenyl, alkyl and heteroaryl-1,1-dibromoalkenes. The steric/electronic

  描述了新颖的Rh催化醛CH键炔化和环化原位合成色酮和aurones。它涉及水杨醛与由1,1-二溴烯烃原位生成的1-溴炔烃进行的连续醛CH键炔化反应，然后进行环化。该协议显示出良好的官能团耐受性，包括芳基，烯基，烷基和杂芳基-1,1-二溴烯烃。在邻位羟基炔酮的碱介导的原位环化过程中证明了空间/电子效应，以生成金酮。
• Sarbagya, D. P.; Rangachari, K.; Mazumdar, A. K. D., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1986, vol. 25, p. 891 - 893
  作者：Sarbagya, D. P.、Rangachari, K.、Mazumdar, A. K. D.、Banerji, K. D.

  DOI：——

  日期：——
• Proximity effects in the electron impact mass spectra of aurones and related compounds
  作者：R. J. Goldsack、J. S. Shannon

  DOI：10.1002/oms.1210151102

  日期：1980.11

  AbstractThe principal ions in the electron impact mass spectra of a series of 6‐methoxyaurones have been shown to be due to four separate reactions associated with proximity effects involving the phenyl group and the coumaran‐one residue. A detailed study with labelled derivatives has been supplemented by a study of the vinylogue 2‐cinnamylidene‐6‐methoxycoumaran‐3‐one and compounds in which the aurone phenyl group has been replaced by α‐naphthyl, β‐naphthyl and 9‐anthryl.