2-methyl-3-(p-tolyl)imidazo[1,2-a]pyridine | 1366591-24-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-methyl-3-(p-tolyl)imidazo[1,2-a]pyridine
• 英文别名: 2-Methyl-3-(4-methylphenyl)imidazo[1,2-a]pyridine；2-methyl-3-(4-methylphenyl)imidazo[1,2-a]pyridine
• CAS: 1366591-24-3
• 化学式: C₁₅H₁₄N₂
• 分子量: 222.29
• InChiKey: QRROHYJSHVWXGF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  17.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-(4-甲基苯基)-2-丙炔-1-醇 在 4-二甲氨基吡啶 、 copper acetylacetonate 、 三乙胺 、 N,N-二异丙基乙胺 、 2,6-双(4,5-二氢噁唑-2-基)吡啶 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 6.0h， 生成 2-methyl-3-(p-tolyl)imidazo[1,2-a]pyridine
  参考文献：
  名称：

  Cu-Pybox催化由2-氨基吡啶和炔丙醇衍生物合成2,3-二取代的咪唑并[1,2- a ]吡啶

  摘要：

  已经开发出一种高效的级联序列，用于合成2，3-二取代的咪唑并[1,2- a ]吡啶，具有中度到优异的排他选择性。该级联反应是通过使用铜（II）-Pybox作为催化剂在炔丙基醇衍生物上于吡啶氮原子处将2-氨基吡啶进行炔丙基化反应开始的，然后进行分子内环化和异构化。除了2-氨基吡啶，反应性较低的2-氨基嘧啶，2-氨基吡嗪和3-氨基哒嗪也适用于该级联反应。

  DOI：

  10.1016/j.tet.2016.09.013

文献信息

• Direct Arylation of Imidazo[1,2-<i>a</i>]pyridine at C-3 with Aryl Iodides, Bromides, and Triflates via Copper(I)-Catalyzed C–H Bond Functionalization
  作者：Hua Cao、Haiying Zhan、Yuanguang Lin、Xiulian Lin、Zuodong Du、Huanfeng Jiang

  DOI：10.1021/ol300232a

  日期：2012.4.6

  copper(I)-catalyzed arylation of substituted imidazo[1,2-a]pyridine has been developed. This method is applicable to a variety of aryl electrophiles, including bromides, iodides, and triflates. It represents the first general process for C-3 arylation of substituted imidazo[1,2-a]pyridine by Cu(I) catalysis to construct various functionalized imidazo[1,2-a]pyridine core π-systems.

  开发了一种方便的方法，用于铜（I）催化的取代的咪唑并[1,2- a ]吡啶的芳基化。该方法适用于各种芳基亲电试剂，包括溴化物，碘化物和三氟甲磺酸酯。它代表了通过Cu（I）催化C-3取代的咪唑并[1,2- a ]吡啶的C-3芳构化的第一个通用方法，该反应构建了各种功能化的咪唑并[1,2- a ]吡啶的核π系统。
• Highly regioselective palladium-catalyzed direct cross-coupling of imidazo[1,2-a]pyridines with arylboronic acids
  作者：Limin Zhao、Haiying Zhan、Jinqiang Liao、Jianping Huang、Qinlin Chen、Huifang Qiu、Hua Cao

  DOI：10.1016/j.catcom.2014.06.028

  日期：2014.11

  A highly regioselective method for the palladium-catalyzed direct cross-coupling of imidazo[1,2-a]pyridines with arylboronic acids has been developed by using O-2 as oxidant. This process can be applied to a wide range of imidazo[1,2-a]pyridines and arylboronic acids with excellent C-3-regioselectivity. It provides a new way for developing C-C bond-forming processes of multisubstituted imidazo[1,2-a]pyridines, which are common structural motifs in natural products and pharmaceuticals. (C) 2014 Elsevier B.V. All rights reserved.
• Highly regioselective C H bond functionalization of imidazo[1,2-a]pyridines with aryl halides catalyzed by Ru-arene complex
  作者：Hai Yang、Liping Yang、Yuan Li、Fan Zhang、Huajie Liu、Bing Yi

  DOI：10.1016/j.catcom.2012.04.032

  日期：2012.9

  An effective Ru-catalyzed coupling reaction of imidazo[1,2-a]pyridines and aryl halides is reported for the synthesis of polysubstituted imidazo[1,2-a]pyridines through C-H bond cleavages. The current study presents a convenient strategy to synthesize polysubstituted imidazo[1,2-a]pyridine, a common structural motif in natural products and pharmaceuticals. Desired products in considerable yields can be obtained in the presences of [RuCl2(P-cymene)](2) and Cs2CO3 in DMF at 120 degrees C after 15 h. (C) 2012 Elsevier B.V. All rights reserved.
• HETEROCYCLIC COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE SAME
  申请人：Kim Young-Kook

  公开号：US20130032787A1

  公开（公告）日：2013-02-07

  A heterocyclic compound represented by Formula 1 or Formula 2 below, and an organic light-emitting device including the heterocyclic compound. The organic light-emitting device may include an organic layer containing the heterocyclic compound, and thus may have a low driving voltage, a high-emission efficiency, and long lifespan characteristics. wherein R 1 to R 12 , Ar 1 , Ar 2 , A, B, a, and b are defined as in the specification.
• US9278927B2
  申请人：——

  公开号：US9278927B2

  公开（公告）日：2016-03-08