1-(2,2-diphenylethenyl)-3-methoxybenzene | 18648-73-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1-(2,2-diphenylethenyl)-3-methoxybenzene
• 英文别名: (2-(3-methoxyphenyl)ethene-1,1-diyl)dibenzene；2-<3-Methoxy-phenyl>-1,1-diphenyl-ethylen；1,1-diphenyl-2-(3-methoxyphenyl)ethylene；1-(2,2-Diphenylethenyl)-3-methoxybenzene
• CAS: 18648-73-2
• 化学式: C₂₁H₁₈O
• 分子量: 286.373
• InChiKey: PIQUQCCWGGFRPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-(3-Methoxy-phenyl)-4,4-diphenyl-[1,3]oxathiolan-5-one 生成 1-(2,2-diphenylethenyl)-3-methoxybenzene
  参考文献：
  名称：

  Pedersen,C.T., Acta Chemica Scandinavica (1947), 1968, vol. 22, p. 247 - 253

  摘要：

  DOI：

文献信息

• Microwave-assisted periselective annulation of triarylphosphenes with aldehydes and ketones
  作者：Yun Luo、Zhicheng Fu、Xingyang Fu、Changle Du、Jiaxi Xu

  DOI：10.1039/d0ob02011g

  日期：——

  diazo(aryl)methyl(diaryl)phosphine oxides with aldehydes and ketones generates benzo-δ-phosphinolactones in low to good yields with 1,1-diarylalk-1-enes as byproducts under microwave irradiation. Diazo(aryl)methyl(diaryl)phosphine oxides first undergo a Wolff rearrangement to form diaryl(aryl)phosphenes, which further react with aldehydes and ketones to afford benzo-δ-phosphinolactones and β-phosphinolactones

  重氮（芳基）甲基（二芳基）氧化膦与醛和酮的反应生成苯并-δ-膦内酯，收率从低到高，1,1-二芳基烷-1-烯在微波照射下作为副产物。重氮（芳基）甲基（二芳基）氧化膦首先经历 Wolff 重排以形成二芳基（芳基）膦，其进一步与醛和酮反应生成苯并-δ-膦内酯和 β-膦内酯。后者在加热下不稳定并在反应条件下分裂成相应的1,1-二芳基烷-1-烯和芳基二氧化膦。芳基二氧化膦在后处理过程中变成芳基膦酸。环化中的选择性表明二芳基（芳基）膦与大多数醛和酮的反应有利于膦苯基参与（4 + 2）环化而不是（2 + 2）环化。
• Direct Arylation of Alkenes with Aryl Iodides/Bromides through an Organocatalytic Radical Process
  作者：Chang-Liang Sun、Yi-Fan Gu、Bin Wang、Zhang-Jie Shi

  DOI：10.1002/chem.201101562

  日期：2011.9.19

  A radical addition: A KOtBu‐complex‐promoted radical arylation of polysubstituted alkenes with aryl iodides/bromides proceeds in high efficiency (see scheme). Benzofuran derivatives are also produced starting from readily available allyl 2‐iodophenyl ethers.

  自由基添加：多取代烯烃与芳基碘化物/溴化物的KO t Bu络合物促进的自由基芳基化反应高效进行（参见方案）。苯并呋喃衍生物也是从容易获得的烯丙基2-碘苯基醚开始生产的。
• One-Pot Synthesis of 1-Iodoalkynes and Trisubstituted Alkenes from Benzylic and Allylic Bromides
  作者：Guillaume Pelletier、Sharon Lie、James J. Mousseau、André B. Charette

  DOI：10.1021/ol302544s

  日期：2012.11.2

  1-Iodoalkynes are formed in moderate to high yields from readily accessible benzylic and allylic alkyl bromides by a one-pot homologation/double elimination procedure with iodoform (CHI3). The developed conditions include facile purification and avoid the use of an excess of triphenylphosphine (PPh3), as described in classical Corey-Fuchs iodoalkynylation conditions. Replacing CHI3 with CHI2CI allows the isolation of the corresponding gem-(2)-chloro-(E)-iodoalkene in good yield and stereoselectivity. Moreover, the use of benzhydryl bromides as nucleophiles enables the synthesis of trisubstituted alkenes under similar reaction conditions.
• Pedersen,C.T., Acta Chemica Scandinavica (1947), 1968, vol. 22, p. 247 - 253
  作者：Pedersen,C.T.

  DOI：——

  日期：——