(2-Benzo[1,3]dioxol-5-ylmethyl-buta-2,3-dienyl)-trimethyl-silane | 201345-85-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: (2-Benzo[1,3]dioxol-5-ylmethyl-buta-2,3-dienyl)-trimethyl-silane
• CAS: 201345-85-9
• 化学式: C₁₅H₂₀O₂Si
• 分子量: 260.408
• InChiKey: PGCXTVXXPLDHJG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.01
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2-Benzo[1,3]dioxol-5-ylmethyl-buta-2,3-dienyl)-trimethyl-silane 在 四丁基氟化铵 、 碘 、 碳酸氢钠 作用下， 生成 5-(3-Iodo-2-methylene-but-3-enyl)-benzo[1,3]dioxole
  参考文献：
  名称：

  Preparation of 2-Iodo-1,3-butadienes from 1-Trimethylsilyl-2,3-butadienes and their Functionalizations

  摘要：

  Successive treatment of 1-trimethylsilyl-2,3-butadienes with iodine and tetra-n-butylammonium fluoride in the same flask affords 2-iodo-1,3-butadienes in good yields and their palladium-catalyzed carbonylation and alkynylation allows introduction of ester and alkynyl groups to the 2-position bearing an iodine atom leading to various 2,3-disubstituted 1,3-butadienes. (C) 1997 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(97)10413-0
• 作为产物：
  描述：

  4-Benzo[1,3]dioxol-5-yl-but-2-yn-1-ol 在 正丁基锂 、 lithium chloride 作用下， 以 四氢呋喃 为溶剂， 生成 (2-Benzo[1,3]dioxol-5-ylmethyl-buta-2,3-dienyl)-trimethyl-silane
  参考文献：
  名称：

  Concise synthesis of anolignan A

  摘要：

  An efficient synthesis of anolignan A has been achieved in eight steps in 30% overall yield from piperonal employing TiCl4-mediated addition of a 1-trimethylsilyl-2,3-butadiene to an aldehyde as the key step. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00604-3

文献信息

• Preparation of 2-Iodo-1,3-butadienes from 1-Trimethylsilyl-2,3-butadienes and their Functionalizations
  作者：Takashi Nishiyama、Tomoyuki Esumi、Yoshiharu Iwabuchi、Hiroshi Irie、Susumi Hatakeyama

  DOI：10.1016/s0040-4039(97)10413-0

  日期：1998.1

  Successive treatment of 1-trimethylsilyl-2,3-butadienes with iodine and tetra-n-butylammonium fluoride in the same flask affords 2-iodo-1,3-butadienes in good yields and their palladium-catalyzed carbonylation and alkynylation allows introduction of ester and alkynyl groups to the 2-position bearing an iodine atom leading to various 2,3-disubstituted 1,3-butadienes. (C) 1997 Elsevier Science Ltd. All rights reserved.
• Concise synthesis of anolignan A
  作者：Meiming Luo、Akiko Matsui、Tomoyuki Esumi、Yoshiharu Iwabuchi、Susumi Hatakeyama

  DOI：10.1016/s0040-4039(00)00604-3

  日期：2000.6

  An efficient synthesis of anolignan A has been achieved in eight steps in 30% overall yield from piperonal employing TiCl4-mediated addition of a 1-trimethylsilyl-2,3-butadiene to an aldehyde as the key step. (C) 2000 Elsevier Science Ltd. All rights reserved.