(2-ethynylphenyl)(methyl)selane | 1383534-92-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2-ethynylphenyl)(methyl)selane
• CAS: 1383534-92-6
• 化学式: C₉H₈Se
• 分子量: 195.123
• InChiKey: PRZFEVLOKHWYBL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.05
• 重原子数：
  10.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 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：

  (2-ethynylphenyl)(methyl)selane 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Intramolecular heterocyclization and cyclopalladation of selenoanisole substituted propargyl imines: Synthesis and reactivity of Pd–C bond towards alkynes

  摘要：

  The intramolecular cyclization of o-SeMeC6H4C CC-(CF3)(=NAr) with [PdCl2(PhCN)(2)] to dimeric cyclopalladated benzoselenophene has been developed under mild conditions. The reactivity of the new dimeric cyclopalladated benzoselenophene is examined towards insertion of alkynes into Pd-C bond. The reactivity study is also extended to Pd-C bond of dimeric cyclopalladated benzothiophenes towards insertion of alkynes. (C) 2014 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2014.01.028
• 作为产物：
  描述：

  (2-iodophenyl)(methyl)selane 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 potassium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 12.0h， 生成 (2-ethynylphenyl)(methyl)selane
  参考文献：
  名称：

  Cascade Annulation of 2-Alkynylthioanisoles with Unsaturated α-Bromocarbonyls Leading to Thio-Benzobicyclic Skeletons

  摘要：

  A protocol of Cu-catalyzed annulation of phenylethynylsulfanes with unsaturated alpha-bromocarbonyls for the construction of thio-benzobicyclic skeletons is described. In this single reaction, three new bonds and two new rings can be established, highlighting the step-economics and high efficiency of this protocol.

  DOI：

  10.1021/acs.joc.8b02001

文献信息

• Intramolecular cyclization assisted oxidative addition: synthesis of octahedral cycloplatinated methyl complexes
  作者：D. Shankar、K. Jaipal、B. Sridhar、R. Nagarjuna Chary、S. Prabhakar、L. Giribabu、Pravin R. Likhar

  DOI：10.1039/c4ra17066k

  日期：——

  platinum(IV) complex having an octahedral structure with one annulated heterocycle coordinated in a plane and another out of the plane. The formation of platinum(IV) complex 2a, confirmed by analysis of its X-ray crystal structure, follows simultaneous cyclization and oxidative addition of methyl chloride generated during the cyclization. The emission and reactivity studies of platinum(IV) complexes are discussed

  XMeC的Cycloplatination 6 ħ 4 Ç CC-（R ˚F）（N-4-OCH 3 C ^ 6 ħ 4）[X = S，硒和R ˚F =全氟烷基]用氯铂酸2给了一个单体铂（IV）配合物具有一种八面体结构，一个环状杂环在一个平面内协调，另一个在平面外。通过分析其X射线晶体结构证实铂（IV）配合物2a的形成是在环化的同时进行环化和氧化加成之后进行的。铂（发射和反应性研究IV）讨论了复合体。
• Synthesis and functionalization of 3-bromo-2-(2-chlorovinyl)benzothiophenes as molecular tools
  作者：Guangkuan Zhao、Mouad Alami、Olivier Provot

  DOI：10.1039/c7ra07340b

  日期：——

  to the synthesis of 3-bromo-2-(2-(di)chlorovinyl)benzothiophene as a polyhalogenated platform. Various arylations on the C3 atom of such di-substituted benzothiophenes and further functionalizations at the chlorine atoms of the benzothiophenes afforded efficient and rapid access to a small library of stereo-defined 2,3-disubstituted benzothiophenes.

  N-甲基-吡咯烷基-2-酮氢三溴化物促进的邻位取代的芳基甲基硫醚的有效溴环化过程导致3-溴-2-（2-（2-（氯）乙烯基）乙烯基苯并噻吩的多卤化平台的合成。这种二取代的苯并噻吩的C3原子上的各种芳基化以及在苯并噻吩的氯原子处的进一步官能化提供了有效且快速的途径，可轻松访问立体定义的2,3-二取代的苯并噻吩的小型文库。
• Divergent Synthesis of Fused Tetracyclic Heterocycles from Diarylalkynes Enabled by the Selective Insertion of Isocyanide
  作者：Meng Li、Ruixue Zhang、Qiushan Gao、Huanfeng Jiang、Ming Lei、Wanqing Wu

  DOI：10.1002/anie.202208203

  日期：2022.10.17

  A highly selective synthesis of six different fused tetracyclic heterocycles from readily available diarylalkynes and isocyanides is disclosed. It has high step economy and good functional tolerance. An unprecedented intermolecular nucleopalladation of diarylalkynes occurs enabled by a sequential double isocyanide insertion.

  公开了从容易获得的二芳基炔烃和异氰化物高度选择性地合成六种不同的稠合四环杂环。它具有高步经济性和良好的功能耐受性。通过连续的双异氰化物插入实现了二芳基炔烃前所未有的分子间核钯化。
• Heck-type coupling of intramolecularly-generated thiopalladacycles with alkenes: One pot syntheses of 3-alkenylbenzo[b]thiophenes
  作者：Manjusha V. Karkhelikar、Shailesh S. Racharlawar、Subhas M. Salian、B. Sridhar、Pravin R. Likhar

  DOI：10.1016/j.jorganchem.2012.02.009

  日期：2012.6

  A method for stoichiometric functionalization of benzothiophene is developed by Heck-type coupling of alkenes with intramolecularly-generated thiopalladacycles obtained from palladium salts and ortho-thioanisole-substituted propargyl imines. The synthetic strategy for preparing structurally diverse 3-alkenylbenzo[b]thiophene is also extended to 3-alkenylbenzo[b]selenophenes. (C) 2012 Elsevier B. V. All rights reserved.