(2E)-N-(4-oxo-2-pentenyl)-N-(2-propynyl)tosylamide | 384836-88-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2E)-N-(4-oxo-2-pentenyl)-N-(2-propynyl)tosylamide
• 英文别名: 4-methyl-N-[(E)-4-oxopent-2-enyl]-N-prop-2-ynylbenzenesulfonamide
• CAS: 384836-88-8
• 化学式: C₁₅H₁₇NO₃S
• 分子量: 291.371
• InChiKey: HTWXUYZKEYMOPZ-AATRIKPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  62.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2E)-N-(4-oxo-2-pentenyl)-N-(2-propynyl)tosylamide 在 copper(l) iodide 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以70%的产率得到6-methyl-2-(toluene-4-sulfonyl)-1,2,3,7a-tetrahydro-pyrano[3,4-c]pyrrole
  参考文献：
  名称：

  用于金属催化的未活化炔烃分子内狄尔斯-阿尔德反应的两个歧管。

  摘要：

  DOI：

  10.1002/anie.200703321
• 作为产物：
  描述：

  1-三苯基膦-2-丙酮 、 4-Methyl-N-(2-oxoethyl)-N-(prop-2-yn-1-yl)benzenesulfonamide 以 苯 为溶剂， 反应 1.0h， 以90%的产率得到(2E)-N-(4-oxo-2-pentenyl)-N-(2-propynyl)tosylamide
  参考文献：
  名称：

  Scope and limitation of intramolecular Pauson–Khand reaction of fluorine-containing enynes

  摘要：

  Intramolecular Pauson-Khand reaction of various fluorine-containing enynes was investigated under various conditions. The reaction of the substrates. which have fluorine atom(s) or fluorine-containing group(s) attached to alkenyl moiety, gave the corresponding cyclopentenones in low to moderate yield, while that of the substrates bearing fluorine-containing groups attached to alkynyl moiety afforded the corresponding cyclopentenones in low to high yield. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-1139(01)00436-5

文献信息

• Unprecedented Cesium and Potassium Fluorides Catalyzed Trialkylsilylation and Tributylstannylation of Terminal Alkynes with Trifluoromethyl-Trialkylsilanes and -Tributylstannane
  作者：Miyuki Ishizaki、Osamu Hoshino

  DOI：10.1016/s0040-4020(00)00810-3

  日期：2000.11

  Cesium and potassium fluorides promoted trialkylsilylation and tributylstannylation of terminal alkynes with trifluoromethyl-trialkylsilanes and -tributylstannane were found to give 1-silyl- and 1-tributylatannyl-alkynes in high yield. The present reactions are applicable to 1-alkynes having a wide range of functional groups such as acetal, iodo, silyl, amino, amido and carbonyl (except for aldehyde)

  发现氟化铯和氟化钾促进了末端炔烃与三氟甲基-三烷基硅烷和-三丁基锡烷的三烷基甲硅烷基化和三丁基锡烷基化，从而以高收率得到了1-甲硅烷基-和1-三丁基亚锡烷基-炔烃。本反应适用于具有各种官能团如乙缩醛，碘，甲硅烷基，氨基，酰胺基和羰基（除醛以外）的1-炔烃。
• Scope and limitation of intramolecular Pauson–Khand reaction of fluorine-containing enynes
  作者：Miyuki Ishizaki、Daisuke Suzuki、Osamu Hoshino

  DOI：10.1016/s0022-1139(01)00436-5

  日期：2001.9

  Intramolecular Pauson-Khand reaction of various fluorine-containing enynes was investigated under various conditions. The reaction of the substrates. which have fluorine atom(s) or fluorine-containing group(s) attached to alkenyl moiety, gave the corresponding cyclopentenones in low to moderate yield, while that of the substrates bearing fluorine-containing groups attached to alkynyl moiety afforded the corresponding cyclopentenones in low to high yield. (C) 2001 Elsevier Science B.V. All rights reserved.
• Two Manifolds for Metal-Catalyzed Intramolecular Diels–Alder Reactions of Unactivated Alkynes
  作者：Alois Fürstner、Christopher C. Stimson

  DOI：10.1002/anie.200703321

  日期：2007.11.26