1,2-diethyl-5,6-dihydro-4H-pyrrolo-[3,2,1-ij]quinoline | 1421281-39-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 1,2-diethyl-5,6-dihydro-4H-pyrrolo-[3,2,1-ij]quinoline
• 英文别名: 2,3-Diethyl-1-azatricyclo[6.3.1.04,12]dodeca-2,4,6,8(12)-tetraene
• CAS: 1421281-39-1
• 化学式: C₁₅H₁₉N
• 分子量: 213.323
• InChiKey: KXMCTJGNPKIBNS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  喹啉 、 3,4-己二酮 在 甲酸 、 bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] 、 三氟乙酸 作用下， 以 对二甲苯 为溶剂， 反应 16.0h， 以35%的产率得到1,2-diethyl-5,6-dihydro-4H-pyrrolo-[3,2,1-ij]quinoline
  参考文献：
  名称：

  Iridium/Acid Cocatalyzed Direct Access to Fused Indoles via Transfer Hydrogenative Annulation of Quinolines and 1,2-Diketones

  摘要：

  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.

  DOI：

  10.1021/acs.orglett.0c00500

文献信息

• 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.