(E)-1-iodo-1-dimethyl(phenyl)silyl-2-phenylethene | 1438769-20-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮
• 英文名称: (E)-1-iodo-1-dimethyl(phenyl)silyl-2-phenylethene
• CAS: 1438769-20-0
• 化学式: C₁₆H₁₇ISi
• 分子量: 364.301
• InChiKey: VJIRJWBMRPHAKV-SSZFMOIBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.62
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  (E)-1-iodo-1-dimethyl(phenyl)silyl-2-phenylethene 、 三甲基乙炔基硅 在 palladium diacetate 、 N,N-二异丙基乙胺 作用下， 反应 24.0h， 以60%的产率得到1-dimethyl(phenyl)silyl-2-phenyl-3,5-bis(trimethylsilyl)benzene
  参考文献：
  名称：

  Regioselective Synthesis of Multisubstituted Benzenes by Palladium-Catalyzed Intermolecular Reaction of β-Iodo-β-silylstyrenes with Alkynes

  摘要：

  The Pd-catalyzed reaction between beta-iodo-beta-silyistyrenes and terminal alkynes in i-Pr2NEt gave 1,2,3,5-tetrasubstituted benzenes with complete regioselection. The use of certain silylacetylenes as alkynes enabled efficient synthesis of 1,3,5-trissilyl-2-arylbenzenes, which could be transformed into other multisubstituted benzenes by displacement of the silyl groups.

  DOI：

  10.1021/ol4010883
• 作为产物：
  描述：

  dimethyl(phenyl)(phenylethynyl)silane 在 二异丁基氢化铝 、 碘 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 3.0h， 生成 (E)-1-iodo-1-dimethyl(phenyl)silyl-2-phenylethene
  参考文献：
  名称：

  Regioselective Synthesis of Multisubstituted Benzenes by Palladium-Catalyzed Intermolecular Reaction of β-Iodo-β-silylstyrenes with Alkynes

  摘要：

  The Pd-catalyzed reaction between beta-iodo-beta-silyistyrenes and terminal alkynes in i-Pr2NEt gave 1,2,3,5-tetrasubstituted benzenes with complete regioselection. The use of certain silylacetylenes as alkynes enabled efficient synthesis of 1,3,5-trissilyl-2-arylbenzenes, which could be transformed into other multisubstituted benzenes by displacement of the silyl groups.

  DOI：

  10.1021/ol4010883

文献信息

• Cobalt‐Catalyzed Asymmetric Aza‐Nozaki–Hiyama–Kishi (NHK) Reaction of α‐Imino Esters with Alkenyl Halides
  作者：Tingting Xia、Yinhui Wu、Jiangtao Hu、Xianqing Wu、Jingping Qu、Yifeng Chen

  DOI：10.1002/anie.202316012

  日期：2024.2.12

  The cobalt-catalyzed aza-NHK (Nozaki–Hiyama–Kishi) reaction of ketimine has been realized to access diverse α-tertiary vinylic amino esters with excellent enantioselectivity and broad functional group tolerance. Notably, both configuration of alkenyl halide provides the same stereochemical outcome of chiral α-alkenyl quaternary amino ester, indicating that isomerization of alkenyl fragment might be

  钴催化的酮亚胺氮杂-NHK（Nozaki-Hiyama-Kishi）反应已实现，可得到多种具有优异对映选择性和广泛官能团耐受性的α-叔乙烯基氨基酯。值得注意的是，烯基卤化物的两种构型提供了与手性α-烯基季氨基酯相同的立体化学结果，表明烯基片段的异构化可能参与催化循环。