ethyl 2,2-dimethyl-4-phenylbut-3-enoate

• 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: ethyl 2,2-dimethyl-4-phenylbut-3-enoate
• 英文别名: (E)-ethyl 2,2-dimethyl-4-phenylbut-3-enoate；ethyl (E)-2,2-dimethyl-4-phenylbut-3-enoate
• 化学式: C₁₄H₁₈O₂
• 分子量: 218.296
• InChiKey: BBBSKFDWVIMUIM-ZHACJKMWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  [(Z)-2-溴乙烯基]苯 、 异丁酸乙酯 生成 ethyl 2,2-dimethyl-4-phenylbut-3-enoate
  参考文献：
  名称：

  A nickel catalyst for the arylation and vinylation of lithium ester enolates

  摘要：

  DOI：

  10.1021/ja00456a055

文献信息

• Organo-photoredox-Catalyzed Atom-Transfer Radical Substitution of Alkenes with α-Carbonyl Alkyl Halides
  作者：Goki Hirata、Taisei Shimada、Takashi Nishikata

  DOI：10.1021/acs.orglett.0c03359

  日期：2020.11.20

  (ATRS) and carboesterification reaction of alkenes with alkyl halides has been developed using PTH as the organo-photoredox catalyst. Two types of products were obtained, depending on the additive and solvent used during the reaction. Primary, secondary, and tertiary alkyl halides reacted to give the ATRS products. This protocol has several advantages: it requires mild reaction conditions and a low catalyst

  使用PTH作为有机光氧化还原催化剂，已经开发了光驱原子转移自由基取代（ATRS）和烯烃与烷基卤的碳酯化反应。根据反应期间使用的添加剂和溶剂，获得两种类型的产物。伯，仲和叔烷基卤化物反应生成ATRS产物。该方案具有几个优点：它要求温和的反应条件和较低的催化剂负载量，并具有广泛的底物范围和良好的官能团耐受性。机理研究表明，烷基自由基可能通过光催化作为关键中间体生成，为ATRS反应提供了新的方向。
• Nickel-Catalyzed Heck-Type Alkenylation of Secondary and Tertiary α-Carbonyl Alkyl Bromides
  作者：Chao Liu、Shan Tang、Dong Liu、Jiwen Yuan、Liwei Zheng、Lingkui Meng、Aiwen Lei

  DOI：10.1002/anie.201108350

  日期：2012.4.10

  Ni made it! A novel Heck‐type reaction of secondary and tertiary α‐carbonyl alkyl bromides, most likely involving a radical process, was achieved through the use of a nickel catalyst. Various substituted styrenes and 1,1‐diaryl alkenes were utilized as substrates to easily construct α‐alkenyl carbonyl compounds with tertiary or quaternary carbon centers. A catalytic cycle involving NiI/NiII is proposed

  倪做到了！通过使用镍催化剂，实现了仲和叔α-羰基烷基溴化物的新型Heck型反应，最有可能涉及自由基过程。各种取代的苯乙烯和1,1-二芳基烯烃被用作底物，以轻松构建具有叔碳或季碳中心的α-烯基羰基化合物。基于我们的实验结果，提出了涉及Ni I / Ni II的催化循环。EWG =吸电子基团。
• Tandem Reactions Enable Trans- and Cis-Hydro-Tertiary-Alkylations Catalyzed by a Copper Salt
  作者：Kimiaki Nakamura、Takashi Nishikata

  DOI：10.1021/acscatal.6b03343

  日期：2017.2.3

  synthesize trans- and cis-alkenes via well-controlled hydroalkylation of alkyl radicals to alkynes is reported. α-Bromocarbonyl compounds are useful alkyl radical precursors in the presence of Cu(I) catalysts. Under copper catalyst conditions and in the presence of silane or alcohol/B2pin2, trans- and cis-hydroalkylation occurred with excellent stereoselectivities. The judicious choice of additives allowed for

  一种方法来合成反式-和顺式-烯烃通过良好控制的烷基基团，以炔烃的加氢烷基化报告。在Cu（I）催化剂存在下，α-溴羰基化合物是有用的烷基自由基前体。在铜催化剂条件下，在硅烷或醇/ B 2 pin 2的存在下，发生反式和顺式加氢烷基化反应，并具有出色的立体选择性。明智地选择添加剂可以实现这种立体发散，从而可以选择性地获得具有高收率的HSiTMS 3的反烷基化烯烃和t - BuOH / B 2 pin 2的顺式烷基化烯烃。
• A nickel catalyst for the arylation and vinylation of lithium ester enolates
  作者：Alan A. Millard、Michael W. Rathke

  DOI：10.1021/ja00456a055

  日期：1977.6