1-(4-methylphenacyl)pyridinium bromide | 17282-38-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-methylphenacyl)pyridinium bromide
• 英文别名: 1-(2-oxo-2-(p-tolyl)ethyl)pyridin-1-ium bromide；1-(2-oxo-2-p-tolyl-ethyl)-pyridinium bromide；p-Methylphenacylpyridinium bromide；4-Methylphenacylpyridinium bromide；1-(4-methylphenyl)-2-pyridin-1-ium-1-ylethanone;bromide
• CAS: 17282-38-1
• 化学式: Br*C₁₄H₁₄NO
• 分子量: 292.175
• InChiKey: XPLKUCTXFYTNPH-UHFFFAOYSA-M

物化性质

• 熔点：
  177-180 °C

计算性质

• 辛醇/水分配系数(LogP)：
  -0.83
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  21
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(4-methylphenacyl)pyridinium bromide 在 tetrakis(pyridine)cobalt(II) dichromate 、 Py₄Co(HCrO₄)2 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.5h， 以36%的产率得到indolizine-1,2,3-triyltris(p-tolylmethanone)
  参考文献：
  名称：

  A Facile Preparation of 1,2,3-Triaroylindolizines

  摘要：

  Fourteen 1,2,3-triaroylindolizines were prepared conveniently by oxidation of corresponding N-aracyl pyridinium or substituted pyridinium bromides with a versatile oxidant TPCD [(Py4Co(HCrO4)2, tetrakis-pyridino-cobalt (II) dichromate] in 12-42 % yields.

  DOI：

  10.1080/00397919208021344
• 作为产物：
  描述：

  N-(m-nitrophenacyl)pyridinium bromide 、 对甲基苯乙酮 生成 1-(4-methylphenacyl)pyridinium bromide
  参考文献：
  名称：

  Kroehnke; Ellegast, Chemische Berichte, 1953, vol. 86, p. 1556,1560

  摘要：

  DOI：

文献信息

• Base-mediated 1,3-dipolar cycloaddition of pyridinium bromides with bromoallyl sulfones: a facile access to indolizine scaffolds
  作者：Chetna Jadala、Velma Ganga Reddy、Namballa Hari Krishna、Nagula Shankaraiah、Ahmed Kamal

  DOI：10.1039/d0ob01696a

  日期：——

  synthetic strategy has been developed for the construction of substituted indolizines from a unique combination of pyridinium salts and 2-bromoallyl sulfones. This approach does not compromise with the diverse substitutions on both the pyridinium salts and 2-bromoallyl sulfones. Wide substrate scope, operational simplicity, milder reaction conditions and good to moderate yields are the merits associated with

  已经开发了一种权宜且不含过渡金属的合成策略，用于从吡啶鎓盐和 2-溴烯丙基砜的独特组合构建取代的中氮茚。这种方法不会与吡啶鎓盐和 2-溴代烯丙基砜的多种取代相妥协。广泛的底物范围、操作简单、较温和的反应条件和良好至中等的产率是与当前方法相关的优点。此外，该方法提供了两种产品，它们适用于生成关键中氮茚构建块库。
• A metal-free approach for the synthesis of amides/esters with pyridinium salts of phenacyl bromides via oxidative C–C bond cleavage
  作者：Kesari Lakshmi Manasa、Yellaiah Tangella、Namballa Hari Krishna、Mallika Alvala

  DOI：10.3762/bjoc.15.182

  日期：——

  O-benzoylation of various amines/benzyl alcohols with pyridinium salts of phenacyl bromides is demonstrated to generate the corresponding amides and esters. This protocol facilitates the oxidative cleavage of a C–C bond followed by formation of a new C–N/C–O bond in the presence of K2CO3. Various pyridinium salts of phenacyl bromides can be readily transformed into a variety of amides and esters which is an

  用苯甲酰溴的吡啶鎓盐对各种胺/苄醇进行N-和O-苯甲酰化的有效，简单和无金属的合成方法被证明可以生成相应的酰胺和酯。该方案有助于在存在K 2 CO 3的情况下促进C–C键的氧化裂解，然后形成新的C–N / C–O键。苯甲酰溴的各种吡啶鎓盐可以很容易地转化为各种酰胺和酯，这是有机合成中常规酰胺化和酯化的另一种方法。高官能团耐受性，广泛的底物范围和操作简便性是当前方案的突出优点。
• Pyridinium Ylides in the Synthesis of 2,3-Dihydrofurans
  作者：Che-Ping Chuang、An-I Tsai

  DOI：10.1055/s-2006-926300

  日期：——

  A new method for the synthesis of 2,3-dihydrofurans from readily available starting enones and pyridinium salts has been developed. This protocol can provide a novel and effective methodology for the preparation of 2,3-dihydrofurans in a stereoselective fashion. To increase the efficiency of this reaction the one-pot process was also developed, in which the pyridinium salts were generated in situ from

  已经开发了一种从容易获得的起始烯酮和吡啶鎓盐合成 2,3-二氢呋喃的新方法。该协议可以为以立体选择性方式制备 2,3-二氢呋喃提供一种新颖有效的方法。为了提高该反应的效率，还开发了一锅法，其中吡啶鎓盐由相应的卤化物原位生成。
• Facile one-pot tandem synthesis of perfluoroalkylated indolizines under metal-free mild conditions
  作者：Dong He、Yuhong Xu、Jing Han、Hongmei Deng、Min Shao、Jie Chen、Hui Zhang、Weiguo Cao

  DOI：10.1016/j.tet.2017.01.005

  日期：2017.2

  A direct metal-free method for the synthesis of perfluoroalkylated indolizines by means of DIPEA-promoted tandem CN/CC bond formation was developed. Various substituted pyridines and bromoacetyl derivatives with methyl perfluoroalk-2-ynoates proceeded smoothly in this mild transformation, and the desired products were obtained in good to excellent yields under air.

  开发了一种直接无金属的方法，该方法通过DIPEA促进的串联C N / C C键的形成来合成全氟烷基化的吲哚嗪。在这种温和的转化过程中，各种被全氟烷基-2-丙酮酸甲酯取代的吡啶和溴代乙酰基衍生物可顺利进行，并在空气中以良好或优异的收率获得所需的产物。
• Synthesis and Evaluation of Antimicrobial Activity of Some Novel Heterocyclic Compounds from 5-Bromosalicylaldehyde
  作者：Anhar Abdel-Aziem、Basma S. Baaiu、Abdou O. Abdelhamid

  DOI：10.1002/jhet.2970

  日期：2017.11

  21–24 were synthesized from the reaction of chalcone 18 with different active methylene compounds. Reaction of 24 with ethylchloroacetate, chloroacetone, and chloroacetonitrile afforded thienopyridines 26a–c, respectively. The structures of the newly synthesized compounds were established based on their spectral data and elemental analyses. Also, selected newly synthesized compounds were screened for their

  通过5-溴水杨醛与不同试剂的反应合成了一系列香豆素，噻二唑，噻唑和吡啶。因此，5-溴水杨醛1与化合物反应图2a-d得到iminocoumarins图3a-d ，将其用10％的盐酸，得到香豆素水解图4a-d ，分别。另一方面，1与苄肼碳二硫代酸酯5的反应得到衍生物6，后者与卤代酰卤7a-f反应，分别得到1,3,4-噻二唑11a-f。此外，噻唑15和16通过1与硫代碳酰肼13和酰肼基卤化物的反应获得。但是，将2-乙酰基-5-溴苯并呋喃17与苯甲醛缩合，得到查尔酮18，查尔酮18与溴化吡啶鎓19a–c反应，分别得到吡啶20a–c。此外，吡啶酮21-24由查尔酮18与不同的活性亚甲基化合物反应合成。反应24与ethylchloroacetate，氯丙酮，和氯噻吩并吡啶提供26A-C， 分别。根据新合成的化合物的光谱数据和元素分析，确定了它们的结构。而且，通过盘扩散法筛选了选定的新合成的化合物对各种微生物的抗微生物活性。