6-(N,N-dibenzylamino)-1-hexyne | 873585-83-2

• 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: 6-(N,N-dibenzylamino)-1-hexyne
• 英文别名: 6-dibenzylamino-1-hexyne；N,N-dibenzylhex-5-yn-1-amine
• CAS: 873585-83-2
• 化学式: C₂₀H₂₃N
• 分子量: 277.409
• InChiKey: JEUOWVYVZKIWNU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  6-(N,N-dibenzylamino)-1-hexyne 在 四(三苯基膦)钯 、 正丁基锂 、 碳酸氢钠 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 5.5h， 生成 dibenzyl(8,8-dimethyl-9-phenyl-5-vinylnona-5,6-dien-1-yl)amine
  参考文献：
  名称：

  Palladium(0)-Catalyzed Synthesis of Chiral Ene-allenes Using Alkenyl Trifluoroborates

  摘要：

  [GRAPHICS]Enantioenriched allenes serve as chiral transfer reagents, making them attractive synthetic targets. Herein, the synthesis of enantioenriched allenes utilizing a Pd(O)-catalyzed cross-coupling reaction of propargylic carbonates and phosphates with alkenyl trifluoroborates is reported. Di-, tri-, and tetrasubstituted allenes were synthesized in moderate to high optical yields. Several racemic allenes possessing various functional groups were also synthesized.

  DOI：

  10.1021/jo052201x
• 作为产物：
  描述：

  己炔腈 、 alkaline earth salt of/the/ methylsulfuric acid 在 lithium aluminium tetrahydride 、 potassium carbonate 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 生成 6-(N,N-dibenzylamino)-1-hexyne
  参考文献：
  名称：

  Palladium(0)-Catalyzed Synthesis of Chiral Ene-allenes Using Alkenyl Trifluoroborates

  摘要：

  [GRAPHICS]Enantioenriched allenes serve as chiral transfer reagents, making them attractive synthetic targets. Herein, the synthesis of enantioenriched allenes utilizing a Pd(O)-catalyzed cross-coupling reaction of propargylic carbonates and phosphates with alkenyl trifluoroborates is reported. Di-, tri-, and tetrasubstituted allenes were synthesized in moderate to high optical yields. Several racemic allenes possessing various functional groups were also synthesized.

  DOI：

  10.1021/jo052201x

文献信息

• Tandem Carbocupration/Oxygenation of Terminal Alkynes
  作者：Donghui Zhang、Joseph M. Ready

  DOI：10.1021/ol052413g

  日期：2005.12.1

  their enol derivatives is described. Carbocupration of terminal alkynes and subsequent oxygenation with lithium tert-butyl peroxide generates a metallo-enolate. Trapping with various electrophiles provides alpha-branched aldehydes or stereo-defined trisubstituted enol esters or silyl ethers. The tandem carbocupration/oxygenation tolerates alkyl and silyl ethers, esters, and tertiary amines. The reaction

  [化学反应：见正文]。描述了α-支化醛及其烯醇衍生物的直接和一般合成。末端炔烃的碳化和随后用叔丁基过氧化锂的氧合生成金属烯醇盐。与各种亲电试剂的陷阱提供了α-支链的醛或立体定义的三取代的烯醇酯或甲硅烷基醚。串联碳cup合/加氧可耐受烷基和甲硅烷基醚，酯和叔胺。该反应对衍生自伯，仲和叔格氏试剂和正丁基锂的有机铜配合物有效。