12-chlorododec-7-yn-6-ol | 1396315-34-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 12-chlorododec-7-yn-6-ol
• 英文别名: 12-Chlorododec-7-yn-6-ol
• CAS: 1396315-34-6
• 化学式: C₁₂H₂₁ClO
• 分子量: 216.751
• InChiKey: OWOZKIIRCMRDSA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  14
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  12-chlorododec-7-yn-6-ol 在 甲醇 、 sodium azide 、 (1,3-dimesitylimidazolidin-2-yl)copper(I) chloride 、 三苯基膦 、 sodium iodide 、 sodium t-butanolate 作用下， 以 乙醚 、 水 、 丙酮 为溶剂， 反应 39.0h， 生成 (Z)-12-((tert-butoxycarbonyl)amino)-8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)dodec-7-en-6-yl acetate
  参考文献：
  名称：

  Regioselective Catalytic Hydroboration of Propargylic Species Using Cu(I)-NHC Complexes

  摘要：

  The catalytic regioselective hydroboration of propargylic alcohols and ethers was investigated using NHC-CuCl. We observe that different NHC-CuCl complexes catalyze hydroborations of propargylic substrates with opposite regioselectivity. A 6-NHC-CuCl complex provides alpha-selectivity whereas beta-selectivity is achieved using a 5-NHC-CuCl complex. The reaction tolerates a wide range of functional groups.

  DOI：

  10.1021/ol302086v
• 作为产物：
  描述：

  6-氯己炔 、 正己醛 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 18.0h， 生成 12-chlorododec-7-yn-6-ol
  参考文献：
  名称：

  Ir(III)-Catalyzed Carbocarbation of Alkynes through Undirected Double C–H Bond Activation of Anisoles

  摘要：

  A novel, electron-deficient cyclopentadienyl iridium(III) catalyst enables sequential cleavage of arene C(sp(2))-H and methoxy C(sp(3))-H bonds of anisoles, generating reactive metalacycles that insert difluoroalkynes to afford chromenes under mild reaction conditions. This transformation is an arylalkylation of an alkyne-a carbocarbation-via a nonchelate-assisted cleavage of two C-H bonds.

  DOI：

  10.1021/jacs.8b02716

文献信息

• Ir(III)-Catalyzed Carbocarbation of Alkynes through Undirected Double C–H Bond Activation of Anisoles
  作者：Fedor Romanov-Michailidis、Benjamin D. Ravetz、Daniel W. Paley、Tomislav Rovis

  DOI：10.1021/jacs.8b02716

  日期：2018.4.25

  A novel, electron-deficient cyclopentadienyl iridium(III) catalyst enables sequential cleavage of arene C(sp(2))-H and methoxy C(sp(3))-H bonds of anisoles, generating reactive metalacycles that insert difluoroalkynes to afford chromenes under mild reaction conditions. This transformation is an arylalkylation of an alkyne-a carbocarbation-via a nonchelate-assisted cleavage of two C-H bonds.
• Regioselective Catalytic Hydroboration of Propargylic Species Using Cu(I)-NHC Complexes
  作者：Jin Kyoon Park、Brian A. Ondrusek、D. Tyler McQuade

  DOI：10.1021/ol302086v

  日期：2012.9.21

  The catalytic regioselective hydroboration of propargylic alcohols and ethers was investigated using NHC-CuCl. We observe that different NHC-CuCl complexes catalyze hydroborations of propargylic substrates with opposite regioselectivity. A 6-NHC-CuCl complex provides alpha-selectivity whereas beta-selectivity is achieved using a 5-NHC-CuCl complex. The reaction tolerates a wide range of functional groups.