1-(indolizin-1-yl)ethan-1-one | 128353-08-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡啶类
• 英文名称: 1-(indolizin-1-yl)ethan-1-one
• 英文别名: 1-(indolizin-1-yl)ethanone；1-Acetylindolizine；1-indolizin-1-ylethanone
• CAS: 128353-08-2
• 化学式: C₁₀H₉NO
• mdl: MFCD18449854
• 分子量: 159.188
• InChiKey: IRTQWWHBDXZDOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  21.5
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(indolizin-1-yl)ethan-1-one 在 copper diacetate 、 palladium diacetate 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.6h， 以99%的产率得到1-[3-(1-Acetylindolizin-3-yl)indolizin-1-yl]ethanone
  参考文献：
  名称：

  Synthesis of Biindolizines through Highly Regioselective Palladium-Catalyzed C−H Functionalization

  摘要：

  Biindolizines were synthesized under mild conditions with excellent regioselectivity in high yields through palladium-catalyzed C-H functionalization of indolizines. Synthesis of a macrocyclic compound was also achieved via intramolecular double C-H functionalization.

  DOI：

  10.1021/jo802227u
• 作为产物：
  描述：

  1-(2-乙氧基-2-氧乙基)溴化吡啶 在 sodium hydroxide 、 PPA 、 三乙胺 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 13.0h， 生成 1-(indolizin-1-yl)ethan-1-one
  参考文献：
  名称：

  Tominaga, Yoshinori; Ichihara, Yuichi; Mori, Tomoko, Journal of Heterocyclic Chemistry, 1990, vol. 27, # 2, p. 263 - 268

  摘要：

  DOI：

文献信息

• [EN] COMPOUNDS FOR THE TREATMENT OF MEDICAL DISORDERS<br/>[FR] COMPOSÉS DESTINÉS AU TRAITEMENT DE TROUBLES MÉDICAUX
  申请人：ACHILLION PHARMACEUTICALS INC

  公开号：WO2017035360A1

  公开（公告）日：2017-03-02

  Compounds, methods of use, and processes for making inhibitors of complement Factor D comprising Formula (I), or a pharmaceutically acceptable salt or composition thereof The inhibitors described herein target Factor D and inhibit or regulate the complement cascade. The inhibitors of Factor D described herein reduce the excessive activation of complement.

  化合物、使用方法和制备抑制补体因子D的方法，包括式（I）的药用盐或其组合物。本文描述的抑制剂针对因子D并抑制或调节补体级联反应。本文描述的因子D的抑制剂减少了过度激活的补体。
• Palladium-catalyzed C-3 desulfitative arylation of indolizines with sodium arylsulfinates and arylsulfonyl hydrazides
  作者：Chunjie Wang、Huali Jia、Zhiwei Li、Hui Zhang、Baoli Zhao

  DOI：10.1039/c5ra25504j

  日期：——

  efficiently prepared by direct C-3 arylation of indolizines using sodium arylsulfinates and arylsulfonyl hydrazides. Pd-catalyzed desulfitative C-3 arylation with sodium arylsulfinates was achieved with the assistance of peroxides, and the catalytic efficiency was promoted by N-containing ligands. Arylsulfonyl hydrazides were also successfully applied in Pd-catalyzed desulfitative C-3 arylation with indolizines

  通过使用芳基亚磺酸钠和芳基磺酰肼直接将吲哚嗪进行C-3芳基化，可以有效地制备衍生化的吲哚嗪。在过氧化物的辅助下，用芳基亚磺酸钠实现了钯催化的C-3芳族脱硫反应，并且通过含氮配体提高了催化效率。芳基磺酰肼也已成功地用于吲哚嗪类化合物在Pd催化的脱硫C-3芳基化中，在较温和的条件下，组分溶剂中的侧均偶联反应可得到抑制。两种方法均以高收率合成了各种衍生物，为合成C-3功能化的吲哚嗪分子提供了便利的方案。
• Desulfitative palladium-catalyzed direct C-3 arylation of indolizines with arylsulfonyl chlorides
  作者：Wei Zhang、Fang Liu、Baoli Zhao

  DOI：10.1002/aoc.3326

  日期：2015.8

  Pd‐catalyzed desulfitative approach to C‐3 arylation of indolizine derivatives has been developed, and the protocol uses readily available arylsulfonyl chlorides as the arylation reagent under nitrogen. This transformation was performed in a mixed solvent of 1‐methyl‐2‐pyrrolidone and dimethoxyethane using simple triphenylphosphine as a ligand, which provides a new method for the C‐3 arylation of indolizines

  已经开发了一种高效的Pd催化的吲哚嗪衍生物C-3芳基化脱硫方法，并且该方案使用易于获得的芳基磺酰氯作为氮气氛下的芳基化试剂。这种转化是在1-甲基-2-吡咯烷酮和二甲氧基乙烷的混合溶剂中使用简单的三苯基膦作为配体进行的，这为吲哚嗪的C-3芳基化提供了一种新方法。版权所有©2015 John Wiley＆Sons，Ltd.
• [EN] CERTAIN PROTEIN KINASE INHIBITORS<br/>[FR] INHIBITEURS PARTICULIERS DE PROTÉINES KINASES
  申请人：SHANGHAI FOCHON PHARMACEUTICAL CO LTD

  公开号：WO2015188777A1

  公开（公告）日：2015-12-17

  Provided are certain EGFR mutant selective inhibitors, pharmaceutical compositions thereof, and methods of use therefor.

  提供了某些EGFR突变选择性抑制剂，它们的药物组成和使用方法。
• Highly Regioselective Palladium-Catalyzed Oxidative Coupling of Indolizines and Vinylarenes via C−H Bond Cleavage
  作者：Yuzhu Yang、Kai Cheng、Yuhong Zhang

  DOI：10.1021/ol902315w

  日期：2009.12.17

  A highly regioselective oxidative coupling reaction between indolizines and vinylarenes has been accomplished in the presence of palladium catalysts to give only the branched α-product in high efficiency. The regioselectivity is promoted significantly by bidentate nitrogen ligands.

  在钯催化剂的存在下，吲哚嗪和乙烯基芳烃之间的高度区域选择性的氧化偶联反应已经完成，从而仅高效地给出了支链α-产物。双齿氮配体显着提高了区域选择性。