lithium,non-1-yne | 60765-09-5

• 分子结构分类: 有机化合物 - 碳氢化合物衍生物
• 英文名称: lithium,non-1-yne
• 英文别名: 1-lithio-1-nonyne；1-nonynyllithium；nonynyllithium
• CAS: 60765-09-5
• 化学式: C₉H₁₅Li
• 分子量: 130.159
• InChiKey: KKFNNGYUOVCBIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.48
• 重原子数：
  10.0
• 可旋转键数：
  5.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 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：

  lithium,non-1-yne 在 溴 作用下， 生成 1-bromonon-1-yne
  参考文献：
  名称：

  An alternative route for the preparation of α,α-difluoropropargylphosphonates

  摘要：

  The organometallic reagent, (EtO)(2)P(O)CF2ZnBr, reacts with 1-bromoalkynes in the presence of CuBr to give good yields (50-61%) of alpha,alpha-difluoropropargylphosphonates. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01354-x
• 作为产物：
  描述：

  1-壬炔 在 lithium amide 作用下， 以 1,4-二氧六环 为溶剂， 反应 3.5h， 生成 lithium,non-1-yne
  参考文献：
  名称：

  摘要：

  Difficulties in isolating and purifying antibiotic fatty acids from culture filtrates of Pseudozyma flocculosa, a biocontrol agent against powdery mildew, have been limiting factors in studying the properties and understanding the mode of action of the biocontrol agent. We report a new protocol for synthesizing (Z)-9-heptadecenoic and for the first time synthesis of (Z)-6-methyl-9-heptadecenoic acids, two antibiotic fatty acids produced by P. flocculosa. This allowed reproducible and quantifiable means of assaying biological activity of the molecules. In these bioassays, both molecules exhibited antifungal activity corresponding to their expected potency. These new developments should facilitate further studies aimed at deciphering the ecological properties of P. flocculosa.

  DOI：

  10.1023/a:1005464326573

文献信息

• General Reactivity of 2-Lithiobenzothiazole to Various Electrophiles and the Use as a Formyl Anion Equivalent in the Synthesis of α-Hydroxy Carbonyl Compounds
  作者：Hidenori Chikashita、Megumi Ishibaba、Keiji Ori、Kazuyoshi Itoh

  DOI：10.1246/bcsj.61.3637

  日期：1988.10

  demonstrated by its reaction with phenacyl halides and 5-chloro-2-pentanone leading to the formation of benzothiazolyl-substituted small-ring ethers. In order to demonstrate the value of 2-lithiobenzothiazole as a masked formyl anion, 2-(α-hydroxyalkyl)benzothiazoles were transformed into α-hydroxy carbonyl compounds in three reaction steps without masking the α-hydroxy groups. Quaternization of various

  2-锂硫代苯并噻唑与各种亲电子试剂如醛、酮、羧酸酯、内酯、腈和酰胺的反应提供了预期的加成和取代产物。三甲基甲硅烷基氯很容易与苯并噻唑阴离子反应生成 2-三甲基甲硅烷基苯并噻唑，而常见的烷基卤化物，包括伯碘化物和苄基卤化物，以及环氧化物，不与阴离子反应。阴离子的这种特征亲核性也通过它与苯甲酰卤和 5-氯-2-戊酮的反应导致苯并噻唑基取代的小环醚的形成得到证实。为了证明 2-硫代苯并噻唑作为掩蔽甲酰基阴离子的价值，2-(α-羟基烷基)苯并噻唑在三个反应步骤中转化为α-羟基羰基化合物，而不会掩盖α-羟基。各种 2-(α-羟烷基)苯并噻唑与甲基碘在 DMF 中季铵化得到相应的 2-(α-羟烷基)-3-甲基苯...
• Double Addition of Alkynyllithium Reagents to Amides/Lactams: A Direct and Flexible Synthesis of 3-Amino-1,4-diynes Bearing an Aza-Quaternary Carbon Center
  作者：Hang Chen、Ying-Hong Huang、Jian-Liang Ye、Pei-Qiang Huang

  DOI：10.1021/acs.joc.9b01416

  日期：2019.7.19

  in situ activation of amides with trifluoromethanesulfonic anhydride, followed by double addition of alkynyllithium reagents at a concentration of 0.5 mol·L–1 in dichloromethane. This constitutes an extension of the method of direct reductive bisalkylation of amides that allows both employing alkynyllithium reagents as the first-addition nucleophiles and incorporating an alkynyl group as the first-introduced

  已经建立了从叔酰胺和内酰胺直接和灵活地合成带有氮杂-季碳的3-氨基-1,4-二炔的有效而温和的方案。一锅法包括用三氟甲磺酸酐原位活化酰胺，然后在二氯甲烷中两次添加浓度为0.5mol·L –1的炔基锂试剂。这构成了酰胺直接还原性双烷基化方法的扩展，该方法允许既使用炔基锂试剂作为第一加成亲核试剂，又引入炔基作为第一引入的亲核基团。
• Nonacidic and Highly Chemoselective Protection of the Carbonyl Function. 3-Methylbenzothiazolines as a Base- and Acid-Resistant Protected Form for the Carbonyl Groups
  作者：Hidenori Chikashita、Shun-ichiro Komazawa、Nishiki Ishimoto、Koji Inoue、Kazuyoshi Itoh

  DOI：10.1246/bcsj.62.1215

  日期：1989.4.15

  groups by conversion into 3-methylbenzothiazoline derivatives with o-(methylamino)benzenethiol was described. With this method, 3-methylbenzothiazolines were conveniently obtained in excellent yields from various aldehydes and ketones. This method allows efficient protection and deprotection under mild and neutral conditions and affords protection of the carbonyl group against both basic and acidic conditions

  描述了一种简单实用的新型羰基保护方法，通过将邻（甲基氨基）苯硫醇转化为 3-甲基苯并噻唑啉衍生物。使用这种方法，可以方便地从各种醛和酮中以优异的收率获得 3-甲基苯并噻唑啉。这种方法可以在温和和中性条件下进行有效的保护和脱保护，并针对碱性和酸性条件提供羰基的保护。不同羰基之间反应性的差异被成功地用于 4-氧代戊醛的甲酰基的化学选择性苯并噻唑化反应，以及 4-androstene-3,17-dione 和孕酮化学选择性转化为相应的具有非共轭酮基的苯并噻唑啉保持完好。
• Stereocontrolled synthesis of trifluoromethylated (E)- or (Z)-ynenyl sulfones via sequential transformations
  作者：Yanchang Shen、Guoping Wang、Jie Sun

  DOI：10.1039/b008849h

  日期：——

  the resulting carbanion 2 reacted with trifluoroacetic anhydride to give the trifluoroacylated phosphonate 3. Without isolation, 3 was attacked by lithium acetylides and elimination of phosphate anion afforded trifluoromethylated (Z)-ynenyl sulfones (Z-4) in 57–76% yields, while treatment of 3 with acetylenic Grignard reagents gave trifluoromethylated (E)-ynenyl sulfones (E-4) in 45–54% yields. The configuration

  二乙基-1-（苯基磺酰基）乙基膦酸二甲酯1 的溶液用Ñ丁基锂在四氢呋喃（THF）在-78℃下，将所得碳负离子2用三氟乙酸酐反应，得到膦酸酯trifluoroacylated 3。未经分离，3 受到乙炔锂的攻击，消除了磷酸根阴离子，从而以57-76％的收率获得了三氟甲基化的（Z）-炔基砜（Z -4），而 用炔属格氏试剂处理3则得到了三氟甲基化的（E）炔基砜。 （E -4），产率为45-54％。可以根据晶体结构确定产物的构型。提出了解释立体化学结果的可能机制。
• Highly Efficient Synthesis of the Potent Antitumor Annonaceous Acetogenin (+)-Parviflorin
  作者：Thomas R. Hoye、Zhixiong Ye

  DOI：10.1021/ja953781q

  日期：1996.1.1

  lines.5 The relative configuration of 1 was elucidated from spectral analysis,4a and the absolute configuration was determined using Mosher methodology.6 Compound 1 showed spectral data very similar to those of asimicin (2). They share a threo/trans/threo/ trans/threo configuration at the THF core and a hydroxyl group at the C(4) position. While five syntheses of bis-THF acetogenins or their stereoisomers

  番荔枝苷是一类迅速增长的天然产物，受到了相当多的关注。1 许多成员具有多种生物效应，包括有效的细胞毒性、抗肿瘤和杀虫活性。 2,3 Parviflorin (1)，一种相对罕见的 C35 相邻双-THF acetogenin，由 McLaughlin 等人分离。来自 Asimina parViflora Duanl.4a 和来自 Annona bullata Rich.4b 的 Parviflorin 在对某些人实体瘤细胞系的细胞毒性方面表现出显着的选择性。5 光谱分析阐明了 1 的相对构型，4a 并使用 Mosher 确定了绝对构型方法论。6 化合物 1 显示的光谱数据与阿西霉素 (2) 的光谱数据非常相似。它们在 THF 核心处共享一个 threo/trans/threo/trans/threo 构型，并在 C(4) 位置共享一个羟基。虽然已经报道了 5 种双-THF 乙酰生成素或其立体异构体的合成，7