(hex-1-ynyl)magnesium bromide | 32359-01-6

• 分子结构分类: 有机化合物 - 有机卤素化合物
• 英文名称: (hex-1-ynyl)magnesium bromide
• 英文别名: hexenylmagnesium bromide；(n-butylethynyl)magnesium bromide；hex-1-yn-1-ylmagnesium bromide；hex-1-ynylmagnesium bromide；1-hexynylmagnesium bromide；n-hexynylmagnesium bromide
• CAS: 32359-01-6
• 化学式: C₆H₉BrMg
• 分子量: 185.346
• InChiKey: XCUKEVQQRWNPOY-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.15
• 重原子数：
  8.0
• 可旋转键数：
  2.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  (hex-1-ynyl)magnesium bromide 在 lead(IV) acetate 、 乙醚 、 溶剂黄146 、 苯 作用下， 生成 3-辛炔-2-酮
  参考文献：
  名称：

  703.脂肪族二酮与1-己烯的缩合反应

  摘要：

  DOI：

  10.1039/jr9490003368
• 作为产物：
  描述：

  1-己炔 在 乙基溴化镁 作用下， 以 四氢呋喃 为溶剂， 反应 2.25h， 生成 (hex-1-ynyl)magnesium bromide
  参考文献：
  名称：

  级联反应：导致苯并呋喃和β，γ-不饱和酯的连续同双金属催化

  摘要：

  已显示Pd（0）促进的脱铝催化循环与Pd（II）促进的杂环催化循环（我们称为“顺序同双金属催化”的一个例子）之间的串联从1-（2-烯丙基氧苯基）-2-yn-1-醇1在羰基化条件下以高收率得到2-苯并呋喃-2-基乙酸酯2和β，γ-不饱和酯。考虑到该方法的概念和综合重要性，已经详细研究了反应的机理和合成范围。所有实验证据均与顺序同双金属机制相符，并且该反应已被证明具有一般的合成适用性。

  DOI：

  10.1002/adsc.200606037

文献信息

• Visual and tear function improvement after superficial phototherapeutic keratectomy (PTK) for mid-stromal corneal scarring
  作者：Murat Dogru、Chikako Katakami、Masato Miyashita、Etsuko Hida、Mamoru Uenishi、Kazuaki Tetsumoto、Sanae Kanno、Teruo Nishida、Akio Yamanaka

  DOI：10.1038/eye.2000.204

  日期：2000.9

  Purpose To study the changes in visual and tear film function following superficial excimer laser phototherapeutic keratectomy in patients with mid-stromal corneal scars. Methods Fourteen eyes of 14 patients with mid-stromal corneal scars seen at the Department of Ophthalmology at Kobe Kaisei Hospital underwent superficial phototherapeutic keratectomy (PTK). The subjects underwent routine ophthalmic examinations, corneal sensitivity measurements, tear film break-up time (BUT), Schirmer test and tear film lipid layer interferometry. Thirty eyes of 15 normal control subjects were also studied. The patients and the control subjects were compared for pre-PTK tear function parameters and tear film lipid layer interferometry grade. The alterations in these parameters within 6 months following PTK were also determined. Results Visual improvement was achieved in 12 eyes (86%). A hyperopic shift was observed in all eyes. The average pre-PTK corneal sensitivity and tear film BUT were lower in patients compared with control subjects before PTK. Tear film lipid layer interferometry grades were also higher in the patients than the controls before PTK. All these parameters improved gradually and significantly after PTK. Schirmer test results did not show any significant alterations after PTK. Conclusion We conclude that PTK is an effective means of treating corneal scars and attaining visual improvement, even in cases with deeper corneal involvement, and may obviate the need for corneal transplantation. Simultaneous improvements in corneal sensitivity and tear film stability suggest favourable effects of PTK on the ocular surface.

  目的：研究浅层准分子激光角膜切削术(PTK)后，中层基质性角膜瘢痕患者视觉和泪膜功能变化。方法：在神户海星医院眼科，14名中层基质性角膜瘢痕患者接受浅层PTK手术，共14眼。术前进行常规眼科检查，测量角膜敏感性、泪膜破裂时间(BUT)、泪液分泌测试和泪膜脂质层干涉测量。还研究了15例正常对照者的共30眼。比较术前患者和对照者的泪膜功能参数和泪膜脂质层干涉测量分级。术后6个月内这些参数的变化也进行了研究。结果：12眼(86%)改善了视力。所有眼出现远视漂移。术前患者角膜敏感性和泪膜BUT低于对照组。术前患者的泪膜脂层干涉测量分级高于对照组眼。这些参数术后逐渐显著提高。PTK后Schaumberg试验结果没有显著变化。结论：，结论:我们认为PTK是治疗角膜瘢痕并获得视力提高的有效方法，即便是伴有更深层角膜病变者，并且可能不再需要进行角膜移植。角膜敏感性和泪膜稳定性同时提高，表明PTK对眼表有良好的效应。
• Copper(I)-Catalyzed Regio- and Stereoselective Intramolecular Alkylboration of Propargyl Ethers and Amines
  作者：Hiroaki Iwamoto、Yu Ozawa、Koji Kubota、Hajime Ito

  DOI：10.1021/acs.joc.7b02071

  日期：2017.10.6

  transformed into multisubstituted alkenes through stereospecific transformations. Mechanistic studies showed that the chemo- and stereoselectivity of copper(I)-catalyzed borylation depends on the type of leaving group. Density functional theory calculations suggested that the regioselectivity of the borylcupration of the alkyne is controlled by the electronic effect of the oxygen atom of the propargyl ether

  已经开发了铜（I）催化带有烷基亲电部分的炔丙基醚和胺的区域和立体选择性分子内烷基化。该反应显示出高的官能团耐受性并得到带有杂环的高度官能化的烯基硼酸酯，其在有机化学中是通用的合成中间体。硼酸酯化产物可以通过立体有择的转化而转化为多取代的烯烃。机理研究表明，铜（I）催化的硼酸酯化反应的化学和立体选择性取决于离去基团的类型。
• Mild and Phosphine-Free Iron-Catalyzed Cross-Coupling of Nonactivated Secondary Alkyl Halides with Alkynyl Grignard Reagents
  作者：Chi Wai Cheung、Peng Ren、Xile Hu

  DOI：10.1021/ol501087m

  日期：2014.5.2

  cross-coupling of nonactivated secondary alkyl bromides and iodides with alkynyl Grignard reagents at room temperature has been developed. A wide range of secondary alkyl halides and terminal alkynes are tolerated to afford the substituted alkynes in good yields. A slight modification of the reaction protocol also allows for cross-coupling with a variety of primary alkyl halides.

  已经开发出一种简单的方案，用于在室温下将非活化的仲烷基溴化物和碘化物与炔基格氏试剂进行铁催化的交叉偶联。宽范围的仲烷基卤化物和末端炔烃是可接受的，以高收率提供了取代的炔烃。反应方案的略微修改也允许与多种伯烷基卤化物交叉偶联。
• Lariat ether alcohols based on dibenzo-16-crown-5
  作者：Richard A. Bartsch、Leah P. Bitalac、Charles L. Cowey、Sadik Elshani、Mi-Ja Goo、Vincent J. Huber、Sheryl N. Ivy、Youngchan Jang、Russell J. Johnson、Jong Seung Kim、Elzbieta Luboch、Joseph A. Mcdonough、Michael J. Pugia、Byungki Son、Qiang Zhao

  DOI：10.1002/jhet.5570370554

  日期：2000.9

  Synthetic routes to forty-four dibenzocrown ether alcohols are reported. The new crown ether com pounds are based on a sym-dibenzo-16-crown-5 platform. Most have a hydroxy group and an alkyl, aryl, aralkyl, alkenyl, alkynyl, or perfluoroalkyl group on the central carbon of the three-carbon bridge. Others have substituted benzene rings and either a hydroxy or -O(CH2)nOH group attached to the central

  据报道合成途径为四十四种二苯并冠醚醇。新的冠醚化合物基于sym -dibenzo-16-crown-5平台。大多数在三碳桥的中心碳上具有羟基和烷基，芳基，芳烷基，烯基，炔基或全氟烷基。其他的具有取代的苯环和与三碳桥的中心碳相连的羟基或-O（CH 2）n OH。
• Rh-Catalyzed [5+1] and [4+1] Cycloaddition Reactions of 1,4-Enyne Esters with CO: A Shortcut to Functionalized Resorcinols and Cyclopentenones
  作者：Takahide Fukuyama、Yuko Ohta、Célia Brancour、Kazusa Miyagawa、Ilhyong Ryu、Anne-Lise Dhimane、Louis Fensterbank、Max Malacria

  DOI：10.1002/chem.201200045

  日期：2012.6.4

  novel Rh‐catalyzed [n+1]‐type cycloadditions of 1,4‐enyne esters, which involve an acyloxy migration as a key step. The efficient preparation of functionalized resorcinols, including biaryl derivatives, from readily available 1,4‐enyne esters and CO was achieved by Rh‐catalyzed [5+1] cycloaddition accompanied by 1,2‐acyloxy migration. When enyne esters had an internal alkyne moiety, the reaction proceeded

  我们开发了新颖的1,4-烯炔酯的Rh催化[ n +1]型环加成反应，其中涉及酰氧基迁移是关键步骤。通过Rh催化的[5 + 1]环加成并伴有1,2-酰氧基迁移，可以从容易获得的1,4-烯炔酯和CO中有效制备功能化间苯二酚，包括联芳基衍生物。当烯炔酯具有一个内部炔烃部分时，该反应会通过[4 + 1]型环加成反应进行，涉及1，3-酰氧基迁移，从而生成环戊烯酮。