(E)-3-(6-nitrobenzo[d][1,3]dioxol-5-yl)-1-phenylprop-2-en-1-one | 34192-86-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (E)-3-(6-nitrobenzo[d][1,3]dioxol-5-yl)-1-phenylprop-2-en-1-one
• 英文别名: (E)-3-(6-nitro-1,3-benzodioxol-5-yl)-1-phenylprop-2-en-1-one
• CAS: 34192-86-4
• 化学式: C₁₆H₁₁NO₅
• 分子量: 297.267
• InChiKey: VRSXBGRXFBVWBT-VOTSOKGWSA-N

物化性质

• 熔点：
  165-166 °C(Solv: chloroform (67-66-3); acetic acid (64-19-7))
• 沸点：
  484.4±45.0 °C(Predicted)
• 密度：
  1.396±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  81.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (E)-3-(6-nitrobenzo[d][1,3]dioxol-5-yl)-1-phenylprop-2-en-1-one 在 三苯基膦 作用下， 以 乙醚 为溶剂， 反应 8.0h， 以52%的产率得到(5H-[1,3]dioxolo[4,5-f]indol-6-yl)(phenyl)methanone
  参考文献：
  名称：

  Mali, Raghao S.; Tilve, Santosh G.; Desai, Vidya G., Journal of Chemical Research, Miniprint, 2000, # 1, p. 150 - 158

  摘要：

  DOI：
• 作为产物：
  描述：

  (E)-3-(benzo[d][1,3]dioxol-5-yl)-1-phenylprop-2-en-1-one 在 硝酸 、 溶剂黄146 作用下， 生成 (E)-3-(6-nitrobenzo[d][1,3]dioxol-5-yl)-1-phenylprop-2-en-1-one
  参考文献：
  名称：

  Borsche; Quast, Chemische Berichte, 1919, vol. 52, p. 433

  摘要：

  DOI：

文献信息

• Pharmacologically active compounds, methods for the preparation thereof
  申请人：Orion-yhtyma Oy

  公开号：US04963590A1

  公开（公告）日：1990-10-16

  Pharmacologically active catechol derivatives of formula I ##STR1## wherein R.sub.1 and R.sub.2 independently comprise hydrogen, alkyl, acyl, optionally substituted aroyl, lower alkylsulfonyl or alkylcabamoyl or taken together form a lower alkylidene or cycloalkylidene, X comprises an electronegative substituent such as halogen, nitro, cyano, lower alkylsulfonyl, sulfonamido, aldehyde, caboxyl or trifluoromethyl and R.sub.3 comprises hydrogen, halogen, hydroxy alkyl, amino, nitro, cyano, trifluoromethyl, lower alkylsulfonyl, sulfonamide, aldehyde, alkyl carbonyl, aralkylidene carbonyl or carboxyl or a group selected from ##STR2## wherein R.sub.4 comprises hydrogen, alkyl, cyano, carboxyl or acyl and R.sub.5 comprises hydrogen, cyano, carboxyl, alkoxycarbonyl, carboxyalkenyl, nitro, acyl, optionally substituted aroyl or heteroaroyl, hydroxyalkyl or carboxyalkyl or R.sub.4 and R.sub.5 together form a five to seven membered substituted cycloalkanone ring; --(CO).sub.n (CH.sub.2).sub.m --COR wherein n is 0-1 and m is 0-7 and R comprises hydroxy, alkyl, carboxyalkyl, optionally substituted alkene, alkoxy or optionally substituted amino; ##STR3## wherein R.sub.8 and R.sub.9 independently comprise hydrogen or one of the following optionally substituted groups; alkyl, alkenyl, alkynyl, cycloalkyl, aralkyl, or together form an optionally substituted piperidyl group; --NH--CO--R.sub.10 wherein R.sub.10 comprises a substituted alkyl group.

  公式I的药理活性儿茶酚衍生物，其中R.sub.1和R.sub.2独立地包括氢、烷基、酰基、可选择地取代的芳酰基、较低的烷基磺酰基或烷基氨基甲酰基，或者一起形成较低的烷基亚甲基或环烷基亚甲基，X包括电负取代基，如卤素、硝基、氰基、较低的烷基磺酰基、磺胺基、醛基、羧基或三氟甲基，R.sub.3包括氢、卤素、羟基烷基、氨基、硝基、氰基、三
• Continuous Flow Synthesis of Quinolines via a Scalable Tandem Photoisomerization‐Cyclization Process
  作者：Mara Di Filippo、Marcus Baumann

  DOI：10.1002/ejoc.202000957

  日期：2020.10.22

  A continuous flow process exploiting a light‐driven method for generating a series of drug‐like quinolines is reported and applied to the synthesis of the alkaloid natural product galipinine.

  据报道，利用光驱动方法的连续流动过程产生了一系列药物样喹啉，并将其应用于生物碱天然产物加利普宁的合成。
• Enantioselective Synthesis of 2,2,3-Trisubstituted Indolines via Bimetallic Relay Catalysis of α-Diazoketones with Enones
  作者：Jian Yang、Chaoqi Ke、Dong Zhang、Xiaohua Liu、Xiaoming Feng

  DOI：10.1021/acs.orglett.8b01744

  日期：2018.8.3

  An efficient asymmetric intramolecular trapping of ammonium ylides of α-diazoketones with enones to synthesize indoline derivatives was realized. A Rh(II)/chiral N,N′-dioxide−Sc(III) complex bimetallic relay catalytic system was established. A series of optically active 2,2,3-trisubstituted indolines were obtained in high yields (up to 99%), good enantioselectivities (up to 99% ee), and excellent

  实现了一种高效的不对称分子内捕获α-重氮酮的酰化铵与烯酮合成二氢吲哚衍生物的方法。建立了Rh（II）/手性N，N'-二氧化物-Sc（III）复合双金属中继催化体系。在温和的反应条件下，以高收率（高达99％），良好的对映选择性（高达99％ee）和出色的非对映选择性（高达> 19：1 dr）获得了一系列旋光的2,2,3-三取代的二氢吲哚。条件。
• 2-acyl indole derivatives and their use as antitumor agents
  申请人：Baxter Oncology GmbH

  公开号：US20030158216A1

  公开（公告）日：2003-08-21

  The invention relates to novel indole and heteroindole derivatives of the formula I 1 to their tautomers, their stereoisomers, their mixtures and their salts, to their preparation and to the use of indole derivatives of the formula I as antitumor agents.

  本发明涉及式 I 的新型吲哚和杂吲哚衍生物 1 的同分异构体、立体异构体、混合物及其盐类、它们的制备以及式 I 的吲哚衍生物作为抗肿瘤药的用途。
• N₂H₄–H₂O Enabled Umpolung Cyclization of <i>o</i>-Nitro Chalcones for the Construction of Quinoline <i>N</i>-Oxides
  作者：Guan Zhang、Kai Yang、Shihui Wang、Qiang Feng、Qiuling Song

  DOI：10.1021/acs.orglett.0c04162

  日期：2021.1.15