摩熵化学
数据库官网
小程序
打开微信扫一扫
首页 分子通 化学资讯 化学百科 反应查询 关于我们
请输入关键词

1,2-dimethyl-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline | 5825-43-4

中文名称
——
中文别名
——
英文名称
1,2-dimethyl-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline
英文别名
2,3-Dimethyl-1,7-trimethylenindol;2,3-Dimethyl-1,7-trimethyleneindole;2,3-dimethyl-1-azatricyclo[6.3.1.04,12]dodeca-2,4,6,8(12)-tetraene
1,2-dimethyl-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline化学式
CAS
5825-43-4
化学式
C13H15N
mdl
——
分子量
185.269
InChiKey
DAYGQMSLWLLBBZ-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

计算性质

  • 辛醇/水分配系数(LogP):
    3.1
  • 重原子数:
    14
  • 可旋转键数:
    0
  • 环数:
    3.0
  • sp3杂化的碳原子比例:
    0.38
  • 拓扑面积:
    4.9
  • 氢给体数:
    0
  • 氢受体数:
    0

反应信息

点击查看最新优质反应信息

文献信息

  • Acceptorless dehydrogenative condensation: synthesis of indoles and quinolines from diols and anilines
    作者:Delia Bellezza、Ramón J. Zaragozá、M. José Aurell、Rafael Ballesteros、Rafael Ballesteros-Garrido
    DOI:10.1039/d0ob01964j
    日期:——
    The use of diols and anilines as reagents for the preparation of indoles represents a challenge in organic synthesis. By means of acceptorless dehydrogenative condensation, heterocycles, such as indoles, can be obtained. Herein we present an experimental and theoretical study for this purpose employing heterogeneous catalysts Pt/Al2O3 and ZnO in combination with an acid catalyst (p-TSA) and NMP as
    使用二醇和苯胺作为制备吲哚的试剂代表了有机合成中的挑战。通过无受体的脱氢缩合,可以获得诸如吲哚的杂环。本文中,我们针对此目的进行了实验和理论研究,将多相催化剂Pt / Al 2 O 3和ZnO与酸催化剂(p-TSA)和NMP作为溶剂。在我们优化的条件下,二醇过量已减少至2当量。这代表了重大进步,并允许使用其他二醇。已使用2,3-丁二醇或1,2-环己二醇,得到2,3-二甲基吲哚和四氢咔唑。另外,已将1,3-丙二醇用于制备喹啉或天然和合成的聚甲基吡啶。
  • Metal and Oxidant Free Construction of Substituted‐ and/or Polycyclic Indoles: A Useful Alternative to Bischler and Related Syntheses
    作者:Giacomo Mari、Lucia De Crescentini、Gianfranco Favi、Stefania Santeusanio、Fabio Mantellini
    DOI:10.1002/ejoc.202000845
    日期:2020.9.7
    wide range of substituted indoles, including complex polycyclic‐architectures were easily assembled by means of a Amberlyst 15H catalyzed synthesis that employs 1,2‐diaza‐1,3‐dienes and anilines. The metal and oxidant free methodology proposed here is characterized by good yields, total and predictable regioselectivity, and the ability to provide electron withdrawing substituted indoles.
    通过使用1,2-二氮杂-1,3-二烯和苯胺的Amberlyst 15H催化合成,可以轻松组装各种取代的吲哚,包括复杂的多环结构。本文提出的无金属和氧化剂的方法的特点是产率高,总的和可预测的区域选择性以及提供吸电子取代的吲哚的能力。
  • Addition reactions of heterocyclic compounds. Part 77. Reaction of dimethyl acetylenedicarboxylate with 2- and 3-alkyl substituted indoles and the formation of (1 + 1 DMAD–CH<sub>4</sub>O) adducts
    作者:Roy M. Letcher、Michael C. K. Choi、R. Morrin Acheson、Richard J. Prince
    DOI:10.1039/p19830000501
    日期:——
    Dimethyl acetylenedicarboxylate (DMAD) adds to 1,3-dimethylindole in moist acetic acid to give 2-substituted adducts. The dienone formulation for a product from 1,2,3-trimethylindole and DMAD has been confirmed by making use of proton-coupled 13C n.m.r. spectra. The generality of the formation of this (1 + 1 DMAD-CH4O) adduct is shown by the preparation of a further five new dienones including two
    乙炔二羧酸二甲酯(DMAD)在潮湿的乙酸中加到1,3-二甲基吲哚中,生成2-取代的加合物。由1,2,3-三甲基吲哚和DMAD制成的产品的二烯酮配方已通过使用质子耦合的13 C nmr光谱得到证实。制备另外五个包括二个双环[9,3,1]五羟基十六烷二酮的新的二烯酮显示了这种(1 +1 DMAD-CH 4 O)加合物形成的一般性。
  • Iridium/Acid Cocatalyzed Direct Access to Fused Indoles via Transfer Hydrogenative Annulation of Quinolines and 1,2-Diketones
    作者:Guangpeng Lu、Feng Xie、Rong Xie、Huanfeng Jiang、Min Zhang
    DOI:10.1021/acs.orglett.0c00500
    日期:2020.3.20
    Herein, we present an unprecedented iridium/acid cocatalyzed construction of fused indoles via transfer hydrogenative annulation of nonactivated quinolines and 1,2-diketones. The products are assembled via initial reduction followed by selective coupling of 1,2-diketones with the N and C8 sites of the quinolyl skeleton. The developed synthetic method features operational simplicity, readily available feedstocks, applicability for streamline synthesis of functional molecules, high step and atom efficiency, and generation of water as the byproduct.
  • Zirconium Hydrazinediido Complexes Derived from Cyclic Hydrazines and Their Role in the Catalytic Synthesis of 1,7-Annulated Indoles
    作者:Solveig A. Scholl、Hubert Wadepohl、Lutz H. Gade
    DOI:10.1021/om301235d
    日期:2013.2.11
    Reaction of cyclic 1,1'-disubstituted hydrazines with the bis(dimethylamido)zirconium complex [Zr(N-Xyl)(2)N-py} (NMe2)(2)] (1) in the presence of dmap yielded the hexacoordinate zirconium hydrazinediido complexes [Zr(N-Xyl)(2)N-py}(=NNC9H10)(dmap)(2)] (2) and [Zr(N-Xyl)(2)N-py} (=NNC12H8)(dmap)(2)] (3). Hydrazinediides are thought to be key intermediates in the zirconium-catalyzed reaction of cyclic 1,1'-disubstituted hydrazines and disubstituted alkynes to yield 1,7-annulated indoles. Their basic structural motif is found in 5-HT3 receptor antagonists such as Cilansetron.
查看更多

同类化合物

(Z)-3-[[[2,4-二甲基-3-(乙氧羰基)吡咯-5-基]亚甲基]吲哚-2--2- (S)-(-)-5'-苄氧基苯基卡维地洛 (R)-(+)-5'-苄氧基卡维地洛 (R)-卡洛芬 (N-(Boc)-2-吲哚基)二甲基硅烷醇钠 (4aS,9bR)-6-溴-2,3,4,4a,5,9b-六氢-1H-吡啶并[4,3-B]吲哚 (3Z)-3-(1H-咪唑-5-基亚甲基)-5-甲氧基-1H-吲哚-2-酮 (3Z)-3-[[[4-(二甲基氨基)苯基]亚甲基]-1H-吲哚-2-酮 (3R)-(-)-3-(1-甲基吲哚-3-基)丁酸甲酯 (3-氯-4,5-二氢-1,2-恶唑-5-基)(1,3-二氧代-1,3-二氢-2H-异吲哚-2-基)乙酸 齐多美辛 鸭脚树叶碱 鸭脚木碱,鸡骨常山碱 鲜麦得新糖 高氯酸1,1’-二(十六烷基)-3,3,3’,3’-四甲基吲哚碳菁 马鲁司特 马来酸阿洛司琼 马来酸替加色罗 顺式-ent-他达拉非 顺式-1,3,4,4a,5,9b-六氢-2H-吡啶并[4,3-b]吲哚-2-甲酸乙酯 顺式-(+-)-3,4-二氢-8-氯-4'-甲基-4-(甲基氨基)-螺(苯并(cd)吲哚-5(1H),2'(5'H)-呋喃)-5'-酮 靛红联二甲酚 靛红磺酸钠 靛红磺酸 靛红乙烯硫代缩酮 靛红-7-甲酸甲酯 靛红-5-磺酸钠 靛红-5-磺酸 靛红-5-硫酸钠盐二水 靛红-5-甲酸甲酯 靛红 靛玉红3'-单肟5-磺酸 靛玉红-3'-单肟 靛玉红 青色素3联己酸染料,钾盐 雷马曲班 雷莫司琼杂质13 雷莫司琼杂质12 雷莫司琼杂质 雷替尼卜定 雄甾-1,4-二烯-3,17-二酮 阿霉素的代谢产物盐酸盐 阿贝卡尔 阿西美辛叔丁基酯 阿西美辛 阿莫曲普坦杂质1 阿莫曲普坦 阿莫曲坦二聚体杂质 阿莫曲坦 阿洛司琼杂质