3-甲基-2-乙烯基-1-苯并呋喃 | 53327-15-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 中文名称: 3-甲基-2-乙烯基-1-苯并呋喃
• 英文名称: 3-methyl-2-vinylbenzofuran
• 英文别名: 2-Ethenyl-3-methylbenzofuran；2-ethenyl-3-methyl-1-benzofuran
• CAS: 53327-15-4
• 化学式: C₁₁H₁₀O
• 分子量: 158.2
• InChiKey: GDDVBGVJZBNKGC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  13.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-甲基-2-乙烯基-1-苯并呋喃 在 2,6-二甲基吡啶 、 potassium osmate(VI) dihydrate 、 sodium periodate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 1.0h， 以81%的产率得到3-甲基-苯并呋喃-2-甲醛
  参考文献：
  名称：

  Cycloisomerization between Aryl Enol Ether and Silylalkynes under Ruthenium Hydride Catalysis: Synthesis of 2,3-Disubstituted Benzofurans

  摘要：

  Metal-catalyzed cycloisomerization reactions of 1,n-enynes have become conceptually and chemically attractive processes in the search for atom economy, which is. a key subject of current research. However, metal-catalyzed cycloisomerization between aryl enol ether and silylalkynes has not been developed. The ruthenium hydride complex catalyzed cycloisomerization between aryl enol ether and silylalkynes is reported to give benzofurans having useful functional groups, vinyl and trimethylsilylmethyl, on the 2- and 3-positions, respectively.

  DOI：

  10.1021/acs.orglett.7b00985
• 作为产物：
  描述：

  3-[(trimethylsilyl)methyl]-2-vinyl-1-benzofuran 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以92%的产率得到3-甲基-2-乙烯基-1-苯并呋喃
  参考文献：
  名称：

  Cycloisomerization between Aryl Enol Ether and Silylalkynes under Ruthenium Hydride Catalysis: Synthesis of 2,3-Disubstituted Benzofurans

  摘要：

  Metal-catalyzed cycloisomerization reactions of 1,n-enynes have become conceptually and chemically attractive processes in the search for atom economy, which is. a key subject of current research. However, metal-catalyzed cycloisomerization between aryl enol ether and silylalkynes has not been developed. The ruthenium hydride complex catalyzed cycloisomerization between aryl enol ether and silylalkynes is reported to give benzofurans having useful functional groups, vinyl and trimethylsilylmethyl, on the 2- and 3-positions, respectively.

  DOI：

  10.1021/acs.orglett.7b00985

文献信息

• ORGANIC SEMICONDUCTIVE LAYER COMPRISING PHOSPHINE OXIDE COMPOUNDS
  申请人：Novaled GmbH

  公开号：EP3171418A1

  公开（公告）日：2017-05-24

  The present invention relates to an organic semiconductive layer which is an electron transport layer and/or an electron injection layer and/or an n-type charge generation layer, the organic semiconductive layer comprising at least one compound of formula (1) wherein R1 and R2 are each independently selected from C1 to C16 alkyl; Ar1 is selected from C6 to C14 arylene or C3 to C12 heteroarylene; Ar2 is independently selected from C14 to C40 arylene or C8 to C40 heteroarylene; R3 is independently selected from H, C1 to C12 alkyl or C10 to C20 aryl; wherein each of Ar1, Ar2 and R3 may each independently be unsubstituted or substituted with at least one C1 to C12 alky group; n is 0 or 1; and m is 1 in case of n = 0; and m is 1 or 2 in case of n = 1, phosphine oxide compounds comprised therein and to organic electroluminescent devices comprising such layers and compounds.

  本发明涉及一种作为电子传输层和/或电子注入层和/或 n 型电荷发生层的有机半导体层，该有机半导体层包括至少一种式（1）化合物 其中 R1 和 R2 各自独立地选自 C1 至 C16 烷基；Ar1 选自 C6 至 C14 芳基或 C3 至 C12 杂芳基；Ar2 独立地选自 C14 至 C40 芳基或 C8 至 C40 杂芳基；R3 独立地选自 H、C1 至 C12 烷基或 C10 至 C20 芳基；其中 Ar1、Ar2 和 R3 可各自独立地未被取代或被至少一个 C1 至 C12 烷基取代；n 为 0 或 1；在 n = 0 的情况下，m 为 1；在 n = 1 的情况下，m 为 1 或 2。
• 10.1002/anie.202404319
  作者：Cattani, Silvia、Pandit, Neeraj Kumar、Buccio, Michele、Balestri, Davide、Ackermann, Lutz、Cera, Gianpiero

  DOI：10.1002/anie.202404319

  日期：——

  An unprecedented C(sp2)−O scission enabled annulations of 2-vinylbenzofurans through a versatile C−H/C−O/N−H functionalization cascade. This reaction was achieved using a peptide-isosteric triazole and an inexpensive, non-toxic iron catalyst.

  前所未有的 C(sp 2 )−O 断裂通过多功能的 CH/C−O/N−H 官能化级联实现了 2-乙烯基苯并呋喃的环化。该反应是使用肽等排三唑和廉价、无毒的铁催化剂实现的。
• PHOSPHORESCENT EMITTERS
  申请人：Universal Display Corporation

  公开号：EP2539913B1

  公开（公告）日：2017-09-27
• ORGANIC METAL COMPOUND, ORGANIC LIGHT EMITTING DIODE AND ORGANIC LIGHT EMITTING DEVICE HAVING THE COMPOUND
  申请人：LG DISPLAY CO., LTD.

  公开号：US20220209140A1

  公开（公告）日：2022-06-30

  The present disclosure relates to an organic metal compound having the following structure of Formula 1, an organic light emitting diode (OLED) and an organic light emitting device that includes the organic metal compound. The OLED and the organic light emitting device including the organic metal compound can improve their luminous efficiency, luminous color purity and lifespan. |r(L A ) m (L B ) n [Formula 1]
• Cycloisomerization between Aryl Enol Ether and Silylalkynes under Ruthenium Hydride Catalysis: Synthesis of 2,3-Disubstituted Benzofurans
  作者：Shohei Ohno、Kohei Takamoto、Hiromichi Fujioka、Mitsuhiro Arisawa

  DOI：10.1021/acs.orglett.7b00985

  日期：2017.5.5

  Metal-catalyzed cycloisomerization reactions of 1,n-enynes have become conceptually and chemically attractive processes in the search for atom economy, which is. a key subject of current research. However, metal-catalyzed cycloisomerization between aryl enol ether and silylalkynes has not been developed. The ruthenium hydride complex catalyzed cycloisomerization between aryl enol ether and silylalkynes is reported to give benzofurans having useful functional groups, vinyl and trimethylsilylmethyl, on the 2- and 3-positions, respectively.