3-azido-1,3-diphenylbutan-1-one | 1609566-51-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-azido-1,3-diphenylbutan-1-one
• CAS: 1609566-51-9
• 化学式: C₁₆H₁₅N₃O
• 分子量: 265.315
• InChiKey: GLEREAWBPYPDJE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  31.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  米拉贝格隆杂质23 在 叠氮基三甲基硅烷 、 copper(II) bis(trifluoromethanesulfonate) 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以63%的产率得到3-azido-1,3-diphenylbutan-1-one
  参考文献：
  名称：

  Copper Triflate: An Efficient Catalyst for Direct Conversion of Secondary Alcohols into Azides

  摘要：

  A simple, practical, and efficient strategy has been demonstrated for the direct synthesis of organic azides from alcohols using azidotrimethylsilane (TMSN3) as azide source in the presence of copper(II) triflate [Cu(OTf)(2)]. A variety of alcohols was converted into the corresponding azides in good to excellent yields. The formation of an intermediate carbocation was confirmed by the synthesis of bis(diphenylmethyl) ether.

  DOI：

  10.1055/s-0033-1340550

文献信息

• Iron-Catalyzed Radical Acyl-Azidation of Alkenes with Aldehydes: Synthesis of Unsymmetrical β-Azido Ketones
  作者：Liang Ge、Yajun Li、Hongli Bao

  DOI：10.1021/acs.orglett.8b03688

  日期：2019.1.4

  An iron-catalyzed acyl-azidation of alkenes under mild reaction conditions has been developed. Aromatic aldehydes or aliphatic aldehydes can be used as the acyl radical precursors; TMSN3 is used as the azido source; TBHP is the initiator. The synthesized unsymmetrical β-azido ketones can be easily transformed into valuable functionalized compounds, such as γ-aminol, γ-azido alcohol, β-azido oxime,

  已经开发出在温和的反应条件下烯烃的铁催化的酰基叠氮化。芳族醛或脂族醛可用作酰基自由基前体；优选地，芳族醛或脂族醛可用作酰基前体。TMSN 3被用作叠氮源。TBHP是发起者。合成的不对称β-叠氮基酮可轻松转化为有价值的功能化化合物，例如γ-氨基，γ-叠氮基醇，β-叠氮基肟，β-叠氮基酯和三唑。