3-benzoyl-4-(2,4-dichlorophenyl)-7,7-dimethyl-2-(phenylamino)-7,8-dihydro-4H-chromen-5(6H)-one | 1258215-11-0

• 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-4-(2,4-dichlorophenyl)-7,7-dimethyl-2-(phenylamino)-7,8-dihydro-4H-chromen-5(6H)-one
• 英文别名: 2-anilino-3-benzoyl-4-(2,4-dichlorophenyl)-7,7-dimethyl-6,8-dihydro-4H-chromen-5-one
• CAS: 1258215-11-0
• 化学式: C₃₀H₂₅Cl₂NO₃
• 分子量: 518.439
• InChiKey: CTNPCDQCEXRRSU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  36
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5,5-二甲基-1,3-环己二酮 、 2,4-二氯苯甲醛 、 N-phenyl-3-oxo-3-phenylpropanethioamide 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 20.0h， 以61%的产率得到3-benzoyl-4-(2,4-dichlorophenyl)-7,7-dimethyl-2-(phenylamino)-7,8-dihydro-4H-chromen-5(6H)-one
  参考文献：
  名称：

  Reactivity of Functionalized N,S-Ketene Acetal: Regioselective Construction of Tetrahydrobenzo[b]pyran and Chromeno[2,3-b]quinoline Derivatives

  摘要：

  Regioselective synthesis of functionalized tetrahydrobenzo[b]pyrans has been developed by multi-component reactions (MCRs) and tandem [3 + 3] annulations of beta-benzoylthioacetanilides or beta-(2-haloaroyl)thioacetanilides as valuable sources with aromatic aldehydes and 5,5-dimethy1-1,3-cyclohexanedione catalyzed by triethylamine. This MCR followed by a postcondensation cyclization via an intramolecular SNAr in the presence of K2CO3 led to an unprecedented novel chromeno-[2,3-b]quinoline framework containing an important chromene moiety in good yields. The reactions were very mild, convenient, and o-selective to form new fused tetracyclic target molecules.

  DOI：

  10.1021/jo101902z

文献信息

• Reactivity of Functionalized <i>N</i>,<i>S</i>-Ketene Acetal: Regioselective Construction of Tetrahydrobenzo[<i>b</i>]pyran and Chromeno[2,3-<i>b</i>]quinoline Derivatives
  作者：Ming Li、Yan-Li Hou、Li-Rong Wen、Fu-Meng Gong

  DOI：10.1021/jo101902z

  日期：2010.12.17

  Regioselective synthesis of functionalized tetrahydrobenzo[b]pyrans has been developed by multi-component reactions (MCRs) and tandem [3 + 3] annulations of beta-benzoylthioacetanilides or beta-(2-haloaroyl)thioacetanilides as valuable sources with aromatic aldehydes and 5,5-dimethy1-1,3-cyclohexanedione catalyzed by triethylamine. This MCR followed by a postcondensation cyclization via an intramolecular SNAr in the presence of K2CO3 led to an unprecedented novel chromeno-[2,3-b]quinoline framework containing an important chromene moiety in good yields. The reactions were very mild, convenient, and o-selective to form new fused tetracyclic target molecules.