9-anthryl vinyl ketone | 53871-99-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 9-anthryl vinyl ketone
• 英文别名: 1-(anthracene-9-yl)prop-2-en-1-one；Vinyl-9-anthrylketon；9-Anthrylvinylketon；1-(anthracen-9-yl)-2-propenone；1-Anthracen-9-ylprop-2-en-1-one；1-anthracen-9-ylprop-2-en-1-one
• CAS: 53871-99-1
• 化学式: C₁₇H₁₂O
• 分子量: 232.282
• InChiKey: KPXMMIASRXPJAQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  9-anthryl vinyl ketone 在 二甲基二环氧乙烷 、 zinc trifluoromethanesulfonate 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 24.25h， 生成 methyl 2,2-dihydroxy-7-mesityl-3,7-dioxoheptanoate
  参考文献：
  名称：

  Divergent Stereocontrol of Acid Catalyzed Intramolecular Aldol Reactions of 2,3,7-Triketoesters: Synthesis of Highly Functionalized Cyclopentanones

  摘要：

  The intramolecular acid catalyzed aldol cyclization of 2,3,7-triketoesters formed from zeta-keto-alpha-diazo-beta-ketoesters provides highly functionalized cyclopentanones with good diastereoselectivity in high overall yields via kinetically controlled and stereodivergent catalytic processes. Lewis acid catalysis gives high selectivity for the 1,2-anti tetrasubstituted cyclopentanones, whereas Bronsted acid catalysis produces the corresponding 1,2-syn diastereomer.

  DOI：

  10.1021/ol301317a
• 作为产物：
  描述：

  在 2-碘酰基苯甲酸 作用下， 以 二甲基亚砜 为溶剂， 反应 1.3h， 生成 9-anthryl vinyl ketone
  参考文献：
  名称：

  Divergent Stereocontrol of Acid Catalyzed Intramolecular Aldol Reactions of 2,3,7-Triketoesters: Synthesis of Highly Functionalized Cyclopentanones

  摘要：

  The intramolecular acid catalyzed aldol cyclization of 2,3,7-triketoesters formed from zeta-keto-alpha-diazo-beta-ketoesters provides highly functionalized cyclopentanones with good diastereoselectivity in high overall yields via kinetically controlled and stereodivergent catalytic processes. Lewis acid catalysis gives high selectivity for the 1,2-anti tetrasubstituted cyclopentanones, whereas Bronsted acid catalysis produces the corresponding 1,2-syn diastereomer.

  DOI：

  10.1021/ol301317a

文献信息

• Generation and reaction of alkyl radicals in open reaction vessels
  作者：Elene Tatunashvili、Christopher S. P. McErlean

  DOI：10.1039/d0ob01892a

  日期：——

  alkyl iodides into reactive alkyl radicals is described. Aryl diazonium salts react with Hantzsch esters and molecular oxygen to give aryl radicals, which participate in halogen atom transfers to give alkyl radicals. These intermediates react with a variety of acceptors. The reaction cascade occurs at room temperature, in open reaction vessels, with short reaction times.

  描述了一种将烷基碘转化为反应性烷基自由基的操作简单的方法。芳基重氮盐与 Hantzsch 酯和分子氧反应生成芳基自由基，芳基自由基参与卤素原子转移生成烷基自由基。这些中间体与多种受体反应。反应级联发生在室温下，在开放的反应容器中，反应时间短。
• Porphyrin compositions
  申请人：Litz Erik Kyle

  公开号：US20060152149A1

  公开（公告）日：2006-07-13

  Novel metal porphyrin compositions useful as organic phosphors are provided. The novel compositions are prepared from commercially available porphyrin-containing starting materials. In one instance a novel palladium-containing porphyrin composition having a number average molecular weight of greater than 12,000 grams per mole was prepared from 5,10,15,20-tetrakis(3′,5′-di(hydroxy)phenyl)-21H-23H-porphyrin by reaction first with palladium(II) acetylacetonate, followed by reaction with 2-bromo-2-methylpropionyl bromide, and subsequent group transfer reaction of the alpha-bromo ester groups with 9,9-dioctyl-2-vinylfluorene in the presence of CuBr as a radical initiator. The product polymer exhibited a number average molecular weight of 12,884 grams per mole, a weight average molecular weight of 14,338 grams per mole, and a robust red phosphorescent emission. Porphyrin containing copoylmers comprising structural units derived from 9,9-dioctyl-2-vinylfluorene and 9-anthracenylmethyl methacrylate were prepared in a similar fashion.

  提供用作有机荧光体的新型金属卟啉组合物。这些新型组合物是从商业可获得的含卟啉起始原料制备的。在一个实例中，通过首先与醋酸钯(II)反应，然后与2-溴-2-甲基丙酰溴反应，并在CuBr存在下将α-溴酯基团与9,9-二辛基-2-乙烯基芴进行基团转移反应，制备了一个平均分子量大于12,000克/摩尔的新型含钯卟啉组合物，起始原料为5,10,15,20-四(3′,5′-二(羟基)苯基)-21H-23H-卟啉。该产物聚合物的平均分子量为12,884克/摩尔，重均分子量为14,338克/摩尔，具有稳健的红色磷光发射。类似地制备了含卟啉的共聚物，其结构单元源自9,9-二辛基-2-乙烯基芴和9-蒽甲基丙烯酸甲酯。
• Cu-catalyzed carboboration of acetylene with Michael acceptors
  作者：Tairan Cheng、Boxiang Liu、Rui Wu、Shifa Zhu

  DOI：10.1039/d2sc02306g

  日期：——

  A copper-catalyzed three-component carboboration of acetylene with B2Pin2 and Michael acceptors is reported. In this reaction, a cheap and abundant C2 chemical feedstock, acetylene, was used as a starting material to afford cis-alkenyl boronates bearing a homoallylic carbonyl group. The reaction was robust and could be reliably performed on the molar scale. Furthermore, the resulting cis-alkenyl boronates

  报道了铜催化乙炔与 B 2 Pin 2和 Michael 受体的三组分碳硼化反应。在该反应中，使用廉价且丰富的C2化学原料乙炔作为起始原料，得到带有同烯丙基羰基的顺式烯基硼酸酯。该反应很稳健，并且可以在摩尔规模上可靠地进行。此外，所得顺式烯基硼酸酯可以轻松转化为多种功能化分子。
• Generation and reaction of alanyl radicals in open flasks
  作者：Elene Tatunashvili、Callan J. Maloney、Bun Chan、Christopher S. P. McErlean

  DOI：10.1039/d2cc06211a

  日期：——

  The generation and Giese-type reaction of alanyl radicals under metal-free reaction conditions is described. The procedure is operationally simple, occurring at ambient temperature in an open reaction vessel, and requiring short reaction times (≤5 min). The reaction occurs without epimerization and provides ready access to non-proteinogenic amino acids and peptides. Importantly, the process is tolerant

  描述了在无金属反应条件下丙氨酰自由基的产生和 Giese 型反应。该过程操作简单，在环境温度下在开放的反应容器中发生，并且需要较短的反应时间（≤5 分钟）。该反应在没有差向异构化的情况下发生，并提供了对非蛋白质氨基酸和肽的便捷访问。重要的是，该过程对包括常用荧光标签在内的光吸收基团具有耐受性。
• 2-Nitro-cyclopropyl-1-carbonyl Compounds from Unsaturated Carbonyl Compounds and Nitromethane via Enolonium Species
  作者：Asit Ghosh、Yuriy B. Lipisa、Natalia Fridman、Alex M. Szpilman

  DOI：10.1021/acs.joc.2c02125

  日期：2023.2.17

  one operation from the corresponding unsaturated carbonyl compounds. The source of the nitro-methylene component is nitromethane. The reaction proceeds at room temperature under mild conditions. The products may be converted into, e.g., cyclopropyl-amino acids in a single step. Both nitrocyclopropanes and amino-cyclopropanes are unique moieties found in biologically active compounds and natural products

  在 1 位带有酮、酰胺、酯和羧酸的 2-硝基环丙烷可以在一次操作中从相应的不饱和羰基化合物中作为单一非对映异构体获得。硝基亚甲基组分的来源是硝基甲烷。反应在室温和温和条件下进行。产物可以一步转化为例如环丙基-氨基酸。硝基环丙烷和氨基环丙烷都是在生物活性化合物和天然产物中发现的独特部分。