Methoxycarbonyl-2 methyl-3 hexadiene-4,5 oate de methyle | 114707-14-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: Methoxycarbonyl-2 methyl-3 hexadiene-4,5 oate de methyle
• 英文别名: dimethyl 2-penta-3,4-dien-2-ylpropanedioate
• CAS: 114707-14-1
• 化学式: C₁₀H₁₄O₄
• 分子量: 198.219
• InChiKey: NGCLOGFULRODGV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.93
• 重原子数：
  14.0
• 可旋转键数：
  4.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-[3-(bromomethyl)-2-iodophenyl]-4-methylbenzenesulfonamide 、 Methoxycarbonyl-2 methyl-3 hexadiene-4,5 oate de methyle 在 sodium hydride 、 四丁基碘化铵 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 、 四氢呋喃 为溶剂， 反应 8.5h， 生成
  参考文献：
  名称：

  Pd-Catalyzed Cascade Cyclization by Intramolecular Heck Insertion of an Allene–Allylic Amination Sequence: Application to the Synthesis of 3,4-Fused Tricyclic Indoles

  摘要：

  A novel Pd-catalyzed cascade cyclization by intramolecular Heck insertion of an alleneallylic amination sequence was developed. Allenes tethered to ortho-iodoaniline derivatives at the meta-position were reacted with 5-10 mol % of Pd catalyst and 4 equiv of K2CO3 in DMSO at 90 degrees C, producing 3,4-fused tricyclic 3-alkylidene indoline derivatives in moderate to excellent yield. The reaction products were divergently transformed into three types of 3,4-fused tricyclic indole derivatives, successfully demonstrating the versatile properties of the reaction products.

  DOI：

  10.1021/acs.orglett.5b00973
• 作为产物：
  描述：

  Phosphoric acid diethyl ester 1-methyl-buta-2,3-dienyl ester 、 丙二酸二甲酯 在 三苯基膦 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 以72%的产率得到Methoxycarbonyl-2 methyl-3 hexadiene-4,5 oate de methyle
  参考文献：
  名称：

  Organopalladiques issus des esters d'alcools α-alleniques : reactions avec les anions delocalises

  摘要：

  DOI：

  10.1016/s0040-4020(01)81635-5

文献信息

• DJAHANBINI, DARIOUCHE;CAZES, BERNARD;GORE, JACQUES, TETRAHEDRON, 43,(1987) N 15, 3441-3452
  作者：DJAHANBINI, DARIOUCHE、CAZES, BERNARD、GORE, JACQUES

  DOI：——

  日期：——
• Pd-Catalyzed Cascade Cyclization by Intramolecular Heck Insertion of an Allene–Allylic Amination Sequence: Application to the Synthesis of 3,4-Fused Tricyclic Indoles
  作者：Shun-ichi Nakano、Naoya Inoue、Yasumasa Hamada、Tetsuhiro Nemoto

  DOI：10.1021/acs.orglett.5b00973

  日期：2015.6.5

  A novel Pd-catalyzed cascade cyclization by intramolecular Heck insertion of an alleneallylic amination sequence was developed. Allenes tethered to ortho-iodoaniline derivatives at the meta-position were reacted with 5-10 mol % of Pd catalyst and 4 equiv of K2CO3 in DMSO at 90 degrees C, producing 3,4-fused tricyclic 3-alkylidene indoline derivatives in moderate to excellent yield. The reaction products were divergently transformed into three types of 3,4-fused tricyclic indole derivatives, successfully demonstrating the versatile properties of the reaction products.
• Organopalladiques issus des esters d'alcools α-alleniques : reactions avec les anions delocalises
  作者：Dariouche Djahanbini、Bernard Cazes、Jacques Gore

  DOI：10.1016/s0040-4020(01)81635-5

  日期：1987.1