6,8-di-tert-butyl-3-methyl-chroman-4-one | 1153830-83-1

• 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: 6,8-di-tert-butyl-3-methyl-chroman-4-one
• 英文别名: 6,8-Ditert-butyl-3-methyl-2,3-dihydrochromen-4-one
• CAS: 1153830-83-1
• 化学式: C₁₈H₂₆O₂
• 分子量: 274.403
• InChiKey: AIAUXTYMZBMZPE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-(allyloxy)-3,5-di-tert-butylbenzaldehyde 在 3-mesityl-5,6,7,8-tetrahydro-4H-cyclohepta[d]thiazol-3-ium perchlorate 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.0h， 以96%的产率得到6,8-di-tert-butyl-3-methyl-chroman-4-one
  参考文献：
  名称：

  N-Heterocyclic Carbene-Catalyzed Hydroacylation of Unactivated Double Bonds

  摘要：

  An intramolecular N-heterocyclic carbene (NHC)-catalyzed hydroacylation of unactivated double bonds is reported. Systematic variation of the catalyst structure revealed an N-mesitylthiazolylidene annulated with a seven-membered ring to be especially reactive. This NHC enables a unique C-C bond-forming reaction to afford substituted chroman-4-ones in moderate to excellent yields, even ones containing all-carbon quaternary centers.

  DOI：

  10.1021/ja906361g

文献信息

• N-Heterocyclic Carbene-Catalyzed Hydroacylation of Unactivated Double Bonds
  作者：Keiichi Hirano、Akkattu T. Biju、Isabel Piel、Frank Glorius

  DOI：10.1021/ja906361g

  日期：2009.10.14

  An intramolecular N-heterocyclic carbene (NHC)-catalyzed hydroacylation of unactivated double bonds is reported. Systematic variation of the catalyst structure revealed an N-mesitylthiazolylidene annulated with a seven-membered ring to be especially reactive. This NHC enables a unique C-C bond-forming reaction to afford substituted chroman-4-ones in moderate to excellent yields, even ones containing all-carbon quaternary centers.