7-chloro-4-phenyl-2H-chromen-2-one | 1437756-83-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 新黄酮类化合物
• 英文名称: 7-chloro-4-phenyl-2H-chromen-2-one
• 英文别名: 7-Chloro-4-phenyl-chromen-2-one；7-chloro-4-phenylchromen-2-one
• CAS: 1437756-83-6
• 化学式: C₁₅H₉ClO₂
• 分子量: 256.688
• InChiKey: HTGWSKSPVBICQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  甲醇 、 7-chloro-4-phenyl-2H-chromen-2-one 在 二异丁基氢化铝 、 三氟乙酸 作用下， 以 正庚烷 、 二氯甲烷 为溶剂， 反应 19.0h， 以80%的产率得到7-(chloro)-2-methoxy-4-phenyl-2H-chromene
  参考文献：
  名称：

  苯并吡啶与供体-受体重氮化合物扩环，直接进入高度取代的2,3-二氢苯并[ b ]氧杂环丁烷

  摘要：

  由于在单个罐中形成了三个化学键和两个连续且高度取代的立体中心，重氮化合物的Ylide型反应性被以一种新的方式用于制备苯并[ b ]氧杂环丁烷。这种阳离子反应级联首先涉及将供体-受体取代的重氮化合物添加到苯并吡啶中。内环C–C键的选择性1,2迁移随后导致环扩展并生成第二个氧碳鎓，该碳鎓被依次添加的亲核试剂捕获。

  DOI：

  10.1021/acs.orglett.8b00984
• 作为产物：
  描述：

  2-甲氧基-4-氯苯甲酰氯 在 aluminum (III) chloride 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 反应 1.12h， 生成 7-chloro-4-phenyl-2H-chromen-2-one
  参考文献：
  名称：

  Chlorinated Coumarins from the Polypore Mushroom Fomitopsis officinalis and Their Activity against Mycobacterium tuberculosis

  摘要：

  An EtOH extract of the polypore mushroom Fomitopsis officinalis afforded two new naturally occurring chlorinated coumarins, which were identified as the previously synthesized compounds 6-chloro-4-phenyl-2H-chromen-2-one (1) and ethyl 6-chloro-2-oxo-4-phenyl-2H-chromen-3-carboxylate (2). The structures of the two isolates were deduced by ab initio spectroscopic methods and confirmed by chemical synthesis. In addition, an analogue of each was synthesized as 7-chloro-4-phenyl-2H-chromen-2-one (3) and ethyl 7-chloro-2-oxo-4-phenyl-2H-chromen-3-carboxylate (4). All four compounds were characterized physicochemically, and their antimicrobial activity profiles revealed a narrow spectrum of activity with lowest MICs against the Mycobacterium tuberculosis complex.

  DOI：

  10.1021/np400497f

文献信息

• Cerium photocatalyzed dehydrogenative lactonization of 2-arylbenzoic acids
  作者：Ketan Wadekar、Suraj Aswale、Veera Reddy Yatham

  DOI：10.1039/c9ob02676b

  日期：——

  The first cerium photocatalyzed dehydrogenative lactonization of 2-arylbenzoic acids has been developed. This operationally simple protocol allows rapid access to synthetically useful coumarins on gram scale by employing CeCl3 as a photocatalyst and O2 as a terminal oxidant. Overall, this delivers an economical and environmentally amiable entry to diversely substituted coumarins, important structural

  已经开发出第一铈对2-芳基苯甲酸的光催化的脱氢内酯化。通过使用CeCl3作为光催化剂和O2作为末端氧化剂，这种操作简单的方案可以以克为单位快速获得合成有用的香豆素。总体而言，这为各种取代的香豆素提供了经济和环境友好的入口，香豆素是生物活性分子中的重要结构图案。
• Photoinduced cyclization of alkynoates to coumarins with N-Iodosuccinimide as a free-radical initiator under ambient and metal-free conditions
  作者：Zhihui Wang、Xuezhi Li、Lei Wang、Pinhua Li

  DOI：10.1016/j.tet.2019.01.013

  日期：2019.2

  a free-radical initiator and under LED (380–385 nm) irradiation and metal-free conditions, the reaction of alkynoates underwent smoothly to afford the corresponding coumarins in high yields at room temperature with broad substrate scope via free radical intramolecular cyclization and ester rearrangement.

  开发了一种有效的光诱导香豆素制备方法。在存在N-碘代琥珀酰亚胺（NIS）作为自由基引发剂的情况下，并在LED（380-385 nm）辐射和无金属条件下，炔酸的反应平稳进行，从而在室温下以高收率提供了相应的香豆素。通过自由基分子内环化和酯重排，可扩大底物范围。
• Synthesis of coumarins via PIDA/I2-mediated oxidative cyclization of substituted phenylacrylic acids
  作者：Jinming Li、Huiyu Chen、Daisy Zhang-Negrerie、Yunfei Du、Kang Zhao

  DOI：10.1039/c3ra23188g

  日期：——

  A variety of functionalized coumarins were synthesized from substituted phenylacrylic acids via PIDA/I2-mediated and irradiation-promoted oxidative carbon–oxygen bond formation. Our studies show that the oxygen in the pendant carboxylic acid group cyclizes favorably to the aryl ring that is cis to it. The main advantages of this method include good functional group tolerance and the transition-metal-free

  通过PIDA / I 2介导的和辐射促进的氧化碳-氧键形成，由取代的苯基丙烯酸合成了多种功能化的香豆素。我们的研究表明，羧酸侧基中的氧有利地环化成顺式的芳基环。该方法的主要优点包括良好的官能团耐受性和无过渡金属的特性。
• Integrative fungal solutions for protecting bees and overcoming colony collapse disorder (CCD)
  申请人：Stamets Paul Edward

  公开号：US10813960B2

  公开（公告）日：2020-10-27

  The present invention is based on a plurality of benefits from the extracts of mycelia of individual fungal species, and mixtures of species, to provide an armamentarium of defenses from multiple stressors in order to help bees survive a complex of symptoms collectively called colony collapse disorder (CCD). More particularly, the present invention utilizes specific concentrations of extracts from pure cultured mycelium from mushroom forming fungi to reduce harmful viruses in bees and to increase the longevity of bees.

  本发明基于从单个真菌物种的菌丝体和物种混合物的提取物中获得的多种益处，提供了防御多种压力的武器，以帮助蜜蜂在被统称为蜂群崩溃紊乱症（CCD）的一系列症状中存活下来。更具体地说，本发明利用纯培养的蘑菇真菌菌丝体中特定浓度的提取物来减少蜜蜂体内的有害病毒，并延长蜜蜂的寿命。
• Integrative fungal solutions for protecting bees
  申请人：Stamets Paul E.

  公开号：US10821145B2

  公开（公告）日：2020-11-03

  The present invention is based on a plurality of benefits from the extracts of mycelia of individual fungal species, and mixtures of species, to provide an armamentarium of defenses from multiple stressors in order to help bees survive a complex of symptoms collectively called colony collapse disorder (CCD). More particularly, the present invention utilizes specific concentrations of extracts from pure cultured mycelium from mushroom forming fungi to reduce harmful viruses in bees and to increase the longevity of bees.

  本发明基于从单个真菌物种的菌丝体和物种混合物的提取物中获得的多种益处，提供了防御多种压力的武器，以帮助蜜蜂在被统称为蜂群崩溃紊乱症（CCD）的一系列症状中存活下来。更具体地说，本发明利用从纯培养的蘑菇真菌菌丝体中提取的特定浓度的提取物来减少蜜蜂体内的有害病毒并延长蜜蜂的寿命。