(E)-2-(2-butenyl)pyrrole | 35801-90-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: (E)-2-(2-butenyl)pyrrole
• 英文别名: 2-Crotyl-pyrrol；2-trans-Crotylpyrrol；2-but-2-enyl-pyrrole；2-But-2-enyl-pyrrol；2-[(E)-but-2-enyl]-1H-pyrrole
• CAS: 35801-90-2
• 化学式: C₈H₁₁N
• 分子量: 121.182
• InChiKey: FVGMGQXPWXFZPF-NSCUHMNNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  15.8
• 氢给体数：
  1
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  吡咯 在 氢化钾 作用下， 生成 (E)-2-(2-butenyl)pyrrole
  参考文献：
  名称：

  Studies on Allylpyrroles and Related Pyrrole Derivatives¹

  摘要：

  DOI：

  10.1021/ja01537a057

文献信息

• Syntheses and Reactions of Allylic and Homoallylic Pyrophosphate Tetraesters
  作者：Yasuo Butsugan、Kenji Nagai、Fumitoshi Nagaya、Hiroki Tabuchi、Katsuhisa Yamada、Shuki Araki

  DOI：10.1246/bcsj.61.1707

  日期：1988.5

  Condensation of alkyl allyl (and 3-methyl-3-butenyl) phosphorochloridates with dialkyl phosphates gave trialkyl allyl (and 3-methyl-3-butenyl) pyrophosphates. Reactions of crotyl (2-butenyl) pyrophosphates with various nucleophiles such as phenolic ethers, aromatic amines, and nitrogen-containing heterocycles in the presence of boron trifluoride etherate gave good to moderate yields of crotylated products. The

  合成了具有烯丙基和高烯丙基侧链的焦磷酸四酯。烷基烯丙基（和 3-甲基-3-丁烯基）磷酰氯与碳酸氢钠反应得到 P1,P2-二烷基 P1,P2-二烯丙基[和 P1,P2-双（3-甲基-3-丁烯基）]焦磷酸。烷基烯丙基（和3-甲基-3-丁烯基）磷酰氯与磷酸二烷基酯的缩合得到三烷基烯丙基（和3-甲基-3-丁烯基）焦磷酸酯。在三氟化硼醚合物存在下，巴豆基（2-丁烯基）焦磷酸酯与各种亲核试剂如酚醚、芳香胺和含氮杂环的反应得到良好至中等产率的巴豆化产物。发现巴豆基焦磷酸酯比相应的正磷酸酯更具反应性。
• Zinc-mediated Barbier reactions of pyrrole and indoles: a new method for the alkylation of pyrrole and indoles
  作者：J.S. Yadav、B.V.S. Reddy、P.Muralikrishna Reddy、Ch. Srinivas

  DOI：10.1016/s0040-4039(02)00971-1

  日期：2002.7

  Pyrrole and indoles react smoothly with alkyl halides such as allyl bromide, prenyl bromide, crotyl bromide and propargyl bromide in the presence of zinc metal in THF to afford the corresponding 3- and 2-alkyl pyrrole and 3-alkyl indole derivatives in good yields with high regioselectivity.

  在THF中存在锌金属的情况下，吡咯和吲哚与烷基卤化物（如烯丙基溴，异戊烯基溴化物，巴豆基溴化物和炔丙基溴）平稳反应，以高收率得到相应的3-和2-烷基吡咯和3-烷基吲哚衍生物。高区域选择性。
• Pd-catalyzed Allylic Alkylation of Pyr- roles with Allyl Alcohols Promoted by Triethylborane
  作者：Yoshinao Tamaru、Masanari Kimura、Miki Fukasaka

  DOI：10.3987/com-05-s(t)63

  日期：——
• Novel gallium-mediated C3-allylation of indoles and pyrroles in aqueous media promoted by Bu4NBr
  作者：Dipak Prajapati、Mukut Gohain、Baikuntha J. Gogoi

  DOI：10.1016/j.tetlet.2006.03.099

  日期：2006.5

  A mild and efficient protocol for the coupling of indoles and pyrroles with allyl halides such as allyl bromide, crotyl bromide and propargyl bromide in the presence of gallium metal in a Bu4NBr-DMF-H2O system has been developed. The reaction is equally effective when cadmium is used in lieu of gallium and the corresponding 3-allyl indoles and 3-allyl pyrroles were obtained in almost comparable yields. (c) 2006 Elsevier Ltd. All rights reserved.
• BUTSUGAN, YASUO;NAGAL, KENJI;NAGAVA, FUMITOSHI;TABUCHI, HIROKI;YAMADA, KA+, BULL. CHEM. SOC. JAP., 61,(1988) N 5, 1707-1714
  作者：BUTSUGAN, YASUO、NAGAL, KENJI、NAGAVA, FUMITOSHI、TABUCHI, HIROKI、YAMADA, KA+

  DOI：——

  日期：——