5-(but-3-ynyl)-3,4-dihydro-2H-pyrrole | 897960-59-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: 5-(but-3-ynyl)-3,4-dihydro-2H-pyrrole
• 英文别名: 5-but-3-ynyl-3,4-dihydro-2H-pyrrole
• CAS: 897960-59-7
• 化学式: C₈H₁₁N
• 分子量: 121.182
• InChiKey: CBKQNSZEIZOKHJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  5-(but-3-ynyl)-3,4-dihydro-2H-pyrrole 在 4-二甲氨基吡啶 、 三苯基膦双(三氟甲磺酰亚胺)金 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 23.0h， 生成 4-bromo-16-(4-chlorobenzenesulfonyl)-8,16-diazatetracyclo[7.4.3.0^1,9.0^2,7]hexadeca-2,4,6,12-tetraene
  参考文献：
  名称：

  [EN] INDOLINE ALKALOID COMPOUNDS
  [FR] COMPOSÉS INDOLINE ALCALOÏDES

  摘要：

  公开号：

  WO2014165548A3
• 作为产物：
  描述：

  (4-oxo-oct-7-ynyl)-carbamic acid tert-butyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以89%的产率得到5-(but-3-ynyl)-3,4-dihydro-2H-pyrrole
  参考文献：
  名称：

  Pyrrole Synthesis Catalyzed by AgOTf or Cationic Au(I) Complexes

  摘要：

  Either silver trifluoromethanesulfonate or a mixture of gold( I) chloride, silver trifluoromethanesulfonate, and triphenylphosphine catalyze the formation of pyrroles from substituted beta-alkynyl ketones and amines. The reactions proceed by using 5 mol % of catalyst with yields of isolated pyrroles ranging from 13% to 92%. Sixteen examples are used to compare the effectiveness of each catalyst.

  DOI：

  10.1021/jo060382c

文献信息

• A one-pot three-component reaction for the preparation of highly functionalized tryptamines
  作者：Se Jeong Yeo、Yongxiang Liu、Xiang Wang

  DOI：10.1016/j.tet.2011.11.032

  日期：2012.1

  We have developed a general one-pot method to provide highly functionalized tryptamine derivatives, via a Fischer indole type pathway. In this article, we demonstrate optimal conditions for a one-pot indole synthesis, allowing for the synthesis of a broad scope of 2-methyl tryptamine derivatives and a precursor for the synthesis of the core structure of some akuammiline alkaloids. Additionally, further modification of the indole products is described. Published by Elsevier Ltd.
• INDOLINE ALKALOID COMPOUNDS
  申请人：WANG Xiang

  公开号：US20160060219A1

  公开（公告）日：2016-03-03

  The present invention relates to indoline alkaloid compounds. In particular, indoline alkaloid compounds of the invention have antibacterial activity and/or are capable of resensitizing the susceptibility of methicillin-resistant S. aureus to a β-lactam antibiotic. The present invention also relates to a method for producing and using the same.
• US9745266B2
  申请人：——

  公开号：US9745266B2

  公开（公告）日：2017-08-29
• [EN] INDOLINE ALKALOID COMPOUNDS<br/>[FR] COMPOSÉS INDOLINE ALCALOÏDES
  申请人：UNIV COLORADO REGENTS

  公开号：WO2014165548A3

  公开（公告）日：2015-01-15
• Pyrrole Synthesis Catalyzed by AgOTf or Cationic Au(I) Complexes
  作者：Tyler J. Harrison、Jennifer A. Kozak、Montserrat Corbella-Pané、Gregory R. Dake

  DOI：10.1021/jo060382c

  日期：2006.6.1

  Either silver trifluoromethanesulfonate or a mixture of gold( I) chloride, silver trifluoromethanesulfonate, and triphenylphosphine catalyze the formation of pyrroles from substituted beta-alkynyl ketones and amines. The reactions proceed by using 5 mol % of catalyst with yields of isolated pyrroles ranging from 13% to 92%. Sixteen examples are used to compare the effectiveness of each catalyst.