dodec-1-en-7-yne

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: dodec-1-en-7-yne
• 化学式: C₁₂H₂₀
• mdl: MFCD11553832
• 分子量: 164.291
• InChiKey: NTBRNPJFMSAJRH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.666
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  dodec-1-en-7-yne 在 盐酸 、 三氟甲苯 、 [Py₂TiCl₂(NPh)]₂ 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 生成 1-(2-methylcyclohex-1-en-1-yl)pentan-1-one
  参考文献：
  名称：

  烯烃与二氮烯的钛催化多组分氧化碳胺化反应

  摘要：

  报道了由[py2TiCl2NPh]2 催化的炔烃的分子间或分子内氧化碳胺化。这些多组分反应通过 TiII/TiIV 氧化还原循环将烯烃、炔烃和二氮烯偶联形成 α,β-不饱和亚胺或 α-（亚氨基甲基）环丙烷。这些产物中的每一种都由经历 β-H 消除或 α,γ-偶联的常见氮杂钛烷环己烯中间体形成，其中选择性受底物控制。

  DOI：

  10.1021/jacs.6b09939
• 作为产物：
  描述：

  6-碘-1-己烯 、 1-己炔 在 双二甲胺基乙基醚 、 乙基溴化镁 、 nickamine 作用下， 以 四氢呋喃 为溶剂， 反应 3.25h， 以61%的产率得到dodec-1-en-7-yne
  参考文献：
  名称：

  非活化烷基卤化物与炔基格氏试剂的交叉偶联：镍夹钳配合物作为催化剂

  摘要：

  紧要关头：镍钳配合物1催化标题化合物的交叉偶联，具有显着的底物范围和官能团耐受性。分离出镍/炔基物质，并显示出催化能力。THF =四氢呋喃，O-TMEDA =双[2-（N，N-二甲基氨基乙基）]醚。

  DOI：

  10.1002/anie.201105964

文献信息

• TITANIUM (IV) COMPOUNDS AND METHODS OF FORMING HETEROCYCLIC COMPOUNDS USING SAME
  申请人：REGENTS OF THE UNIVERSITY OF MINNESOTA

  公开号：US20160200746A1

  公开（公告）日：2016-07-14

  The present disclosure provides Titanium (IV) compounds and methods of making heterocyclic compounds such as pyrroles using Titanium (IV) compounds. In certain embodiments, the Titanium (IV) compound is present in catalytic amounts.

  本公开提供了钛（IV）化合物以及使用钛（IV）化合物制备杂环化合物（如吡咯）的方法。在某些实施例中，钛（IV）化合物以催化量存在。
• Reaction of Bicyclic Zirconacyclopentenes with Aldehydes and a Potential Pathway to Condensed 5-7-6(Ar) Ring Systems
  作者：Nikola Topolovčan、Illia Panov、Martin Kotora

  DOI：10.1002/ejoc.201500248

  日期：2015.5

  Bicyclic zirconacyclopentenes prepared by the reactions of 1,6- and 1,7-enynes with [Cp2ZrBu2] (Negishi reagent) reacted with a plethora of aldehydes (aryl, heteroaryl, alkyl, α,β-unsaturated) by chemo- and stereoselective insertion into the sp3 C–Zr bond to give the corresponding oxazirconacycloheptenes. Subsequent hydrolysis or halogenolysis provided the corresponding alcohols 4 (31–74 % isolated

  通过 1,6- 和 1,7-烯炔与 [Cp2ZrBu2]（Negishi 试剂）反应制备的双环 zirconacyclopentenes 通过化学和立体选择性插入与过多的醛（芳基、杂芳基、烷基、α,β-不饱和）反应进入 sp3 C-Zr 键，得到相应的氧杂环庚烯。随后的水解或卤解提供了相应的醇 4（31-74% 的分离产率）或卤化物 10（35-50% 的分离产率）。通过插入 2-碘苯甲醛制备的氧杂环庚烯也在 CuCl 和添加剂的存在下进行分子内偶联，并以合理的分离产率（32-46%）获得了具有稠合 5-7-6（芳基）环系统的化合物。 ）。同样的环系统也通过 Pd 催化的二卤衍生物 10 偶联制备（38-42% 1H NMR 产率）。而且，
• Modification and limitations of the Livinghouse catalytic Pauson-Khand reaction
  作者：M.E. Krafft、L.V.R. Bonaga、C. Hirosawa

  DOI：10.1016/s0040-4039(99)01960-7

  日期：1999.12

  The difficult and impractical purification of Co2(CO)8 is not necessary in the catalytic thermal Pauson-Khand reaction previously described by Livinghouse.

  在Livinghouse先前描述的催化热Pauson-Khand反应中，不需要困难且不切实际地纯化Co 2（CO）8。
• Ring expansion of 5- to 6-member zirconacycles by carbenoid insertion
  作者：Sally Dixon、Shaun M. Fillery、Aleksandra Kasatkin、David Norton、Emma Thomas、Richard J. Whitby

  DOI：10.1016/j.tet.2003.09.056

  日期：2004.2

  A wide range of carbenoids (1-lithio-1-halo species), including those with alpha-SiR3, OEt, SPh, SO2Ph, P(O)(OEt)(2), and CN substituents, insert into 5-member zirconacycles (saturated and unsaturated, mono- and bi-cyclic) to afford functionalized 6-member zirconacycles. 1-Lithio-1-haloalkenes insert to afford 6-member zirconacycles with an alkylidene substituent next to the metal. Unexpected double insertion of some carbenoids, and evidence for endocylic beta-hydride transfer processes provide additional mechanistic interest. (C) 2003 Elsevier Ltd. All rights reserved.
• Practical Cobalt Carbonyl Catalysis in the Thermal Pauson−Khand Reaction:  Efficiency Enhancement Using Lewis Bases
  作者：Marie E. Krafft、Llorente V. R. Boñaga、Chitaru Hirosawa

  DOI：10.1021/jo0057708

  日期：2001.5.1

  In this report we have shown that the commercially available Co-2(CO)(8) and CO4(CO)(12), and enyne-Co-2(CO)(6) complexes, are sufficiently effective in catalyzing the Pauson-Khand reaction under one atmosphere of CO pressure. It was further demonstrated that the efficiencies of these cyclization protocols could be enhanced by the presence of cyclohexylamine. These procedures have also rendered more practical and highly convenient alternatives for the catalytic Pauson-Khand reaction. Most importantly, we have dispelled the common belief that Co-4(CO)(12) is inactive in the Pauson-Khand reaction under one atmosphere of carbon monoxide. Of mechanistic importance is that these studies have also shown that the probable formation of Co-4(Co)(12) is not necessarily a dead end pathway in the Co-2(CO)(8)-catalyzed Pauson-Khand reaction. It is also of interest that substoiciometric amounts of Co-2(CO)(8), in DME and in the presence of cyclohexylamine, are sufficient for the cyclocarbonylation of enynes under a nitrogen atmosphere. Our findings have provided more practical protocols for the Pauson-Khand reaction using catalytic amounts of cobalt carbonyl complexes and a better understanding of the influence of Lewis bases on their efficiency. These reports on the activity of CO4(CO)(12) are anticipated to develop into a convenient and practical alternative for Co-2(CO)(8) catalysis.