1-(4-Methylphenyl)hex-2-yn-1-ol | 1369593-15-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 1-(4-Methylphenyl)hex-2-yn-1-ol
• CAS: 1369593-15-6
• 化学式: C₁₃H₁₆O
• 分子量: 188.269
• InChiKey: GKQGLKFXBGYXEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 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：

  1-(4-Methylphenyl)hex-2-yn-1-ol 在 4-二甲氨基吡啶 、 锰 、 三甲基氯硅烷 、 三乙胺 、 4,4'-二叔丁基-2,2'-二吡啶 、 nickel dibromide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 1-tolyl-3-tributylstannylhexa-1,2-diene
  参考文献：
  名称：

  镍与Bu3SnOMe催化的乙酸烯丙酯的实用烷基化反应

  摘要：

  描述了一种实用且可扩展的乙酸烯丙酯与Bu 3 SnOMe的镍催化的烯丙基甲锡烷基化反应。各种无环和环状乙酸烯丙酯，即使具有碱基敏感的部分，也可通过使用NiBr 2 / 4,4'-二异氰酸酯进行甲氧基化反应-丁基联吡啶（dtbpy）/ Mn催化剂体系可提供具有出色的区域选择性和产率的高度官能化的烯丙基锡烷。此外，通过炔丙基乙酸酯的反应也扩大了方案的范围，从而产生了炔丙基或烯丙基锡烷。另外，证明了使用不同于钯的镍催化剂的独特的非对映选择性用于环状乙酸烯丙酯的甲锡烷基化。在该反应中，使用了便宜且稳定的镍络合物，丰富的还原剂（Mn）和原子经济的苯乙烯原料。

  DOI：

  10.1002/chem.201601515

文献信息

• Copper-Catalyzed Hydroxyl-Directed Aminoarylation of Alkynes
  作者：Jiaqiong Sun、Guangfan Zheng、Tao Xiong、Qiao Zhang、Jinbo Zhao、Yan Li、Qian Zhang

  DOI：10.1021/acscatal.6b00759

  日期：2016.6.3

  A facile, copper-catalyzed aminoarylation reaction of various aryl/alkyl alkynes was realized by utilizing N-fluoroarylsulfonimides (NFSI) as aminoarylation or amination reagent with hydroxyl as directing group. With this methodology, various α,β-unsaturated carbonyl compounds and indenones were efficiently constructed, and the synthetic application for indole derivatives was also provided. The aminoarylation

  利用N-氟芳基磺酰亚胺（NFSI）作为氨基芳基化或胺化试剂，以羟基为导向基团，实现了各种芳基/烷基炔烃的简便的铜催化的氨基芳基化反应。利用该方法，可以有效地构建各种α，β-不饱和羰基化合物和茚满，并提供了吲哚衍生物的合成应用。氨基芳基化反应是通过在C-C三键/ C-乙烯基-C芳基键的形成过程中将铜配位的氮自由基区域特异性加成来进行的，随后进行其他一系列自由基过程。
• Palladium-catalyzed one-pot synthesis of polysubstituted furans from alkynoates and 2-yn-1-ols
  作者：Huawen Huang、Huanfeng Jiang、Hua Cao、Jinwu Zhao、Dabin Shi

  DOI：10.1016/j.tet.2011.12.033

  日期：2012.4

  Easily accessible propargyl vinyl ethers are found to be acyclic precursors to construct furan derivatives. According to the reactive behavior of the substrates and the regulation of reaction conditions, three synthetic routes to polysubstituted furans via palladium-catalyzed reactions of propargyl vinyl ethers in situ-prepared from alkynoates and 2-yn-1-ols are presented herein. These methods could have potential application in synthetic and pharmaceutical chemistry for its facilitation and accessible starting materials. (C) 2011 Elsevier Ltd. All rights reserved.
• Al(OTf)3-catalyzed one-pot synthesis of pyrrolo[3,2-d]pyrimidinedione derivatives
  作者：Sudipta Ponra、Mukut Gohain、Rajashekar Donka、Johannes H. van Tonder、Barend C.B. Bezuidenhoudt

  DOI：10.1016/j.tetlet.2018.06.039

  日期：2018.7

  A series of polysubstituted pyrrolo[3,2-d]pyrimidinedione derivatives have been synthesized in excellent yields. This prominent scaffold is obtained via an Al(OTf)(3)-catalyzed tandem addition-annulation sequence between propargylic alcohols and aminopyrimidines. The process is simple, facile, inexpensive, and provides a diverse range of substituted pyrrolo [3,2-d]pyrimidinedione derivatives with short reaction times from readily obtainable starting materials. (C) 2018 Elsevier Ltd. All rights reserved.