1-(but-2-en-2-yl)-3-chlorobenzene | 30011-90-6

• 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: 1-(but-2-en-2-yl)-3-chlorobenzene
• 英文别名: 1-But-2-en-2-yl-3-chlorobenzene
• CAS: 30011-90-6
• 化学式: C₁₀H₁₁Cl
• 分子量: 166.65
• InChiKey: FZLLBJBHMRQFDP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1-(but-2-en-2-yl)-3-chlorobenzene 在 硫酸 、 硝酸 、 三乙胺 作用下， 以 氯仿 为溶剂， 反应 0.33h， 生成 (Z)-3-(3'-chlorophenyl)-2-nitro-2-butene
  参考文献：
  名称：

  Asymmetric reduction of nitroalkenes with baker's yeast

  摘要：

  Various alpha,beta -disubstituted and trisubstituted nitroalkenes were chemoselectively reduced with baker's yeast to the corresponding nitroalkanes. Stereoselectivities of the reduction of alpha,beta -disubstituted nitroalkenes were modest to low, and e.e.s up to 52% were obtained. Trisubstituted nitroalkenes could be reduced to the corresponding nitroalkanes with excellent enantioselectivities, moderate diastereoselectivities and in good yield. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00029-5
• 作为产物：
  描述：

  乙基三苯基溴化膦 、 3-氯苯乙酮 在 正丁基锂 作用下， 以 乙醚 、 正己烷 为溶剂， 以56%的产率得到1-(but-2-en-2-yl)-3-chlorobenzene
  参考文献：
  名称：

  Asymmetric reduction of nitroalkenes with baker's yeast

  摘要：

  Various alpha,beta -disubstituted and trisubstituted nitroalkenes were chemoselectively reduced with baker's yeast to the corresponding nitroalkanes. Stereoselectivities of the reduction of alpha,beta -disubstituted nitroalkenes were modest to low, and e.e.s up to 52% were obtained. Trisubstituted nitroalkenes could be reduced to the corresponding nitroalkanes with excellent enantioselectivities, moderate diastereoselectivities and in good yield. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00029-5

文献信息

• Regiodivergent Electrophotocatalytic Aminooxygenation of Aryl Olefins
  作者：He Huang、Tristan H. Lambert

  DOI：10.1021/jacs.2c08951

  日期：2022.10.19

  conditions is described. The procedure employs a trisaminocyclopropenium (TAC) ion catalyst with visible light irradiation under a controlled electrochemical potential to convert aryl olefins to the corresponding oxazolines with high chemo- and diastereoselectivity. With the judicious choice between two inexpensive and abundant reagents, namely water and urethane, either 2-amino-1-ol or 1-amino-2-ol derivatives

  描述了一种在电光催化条件下芳基烯烃区域分散氨基氧化的方法。该过程采用三氨基环丙烯 (TAC) 离子催化剂，在受控电化学势下进行可见光照射，将芳基烯烃转化为具有高化学和非对映选择性的相应恶唑啉。通过明智地选择两种廉价且丰富的试剂，即水和氨基甲酸乙酯，可以从相同的底物制备2-氨基-1-醇或1-氨基-2-醇衍生物。该方法适合以低催化剂负载量合成多克恶唑啉产物。
• Converging Stereodivergent Reactions: Highly Stereoselective Formal<i>anti</i>‐Markovnikov Addition of H₂O to Mixtures of Olefins
  作者：Sebastian Höthker、Regine Mika、Harie Goli、Andreas Gansäuer

  DOI：10.1002/chem.202301031

  日期：2023.6.19

  A formal, two-step anti-Markovnikov addition of H2O to diastereomeric mixtures of trisubstituted olefins towards enantio- and diastereomerically highly-enriched alcohols is demonstrated. This method relies on the syn-specific Shi-epoxidation, followed by a titanocene-catalyzed epoxide hydrosilylation featuring a directional-isomerization step to converge the diastereomeric mixtures of epoxides into

  证明了H 2 O 向三取代烯烃的非对映体混合物中向对映体和非对映体高度富集的醇进行正式的两步反马尔可夫尼科夫加成。该方法依赖于顺式特定的Shi环氧化，然后是二茂钛催化的环氧化物氢化硅烷化，其特征在于定向异构化步骤，将环氧化物的非对映异构体混合物聚合成单一立体异构体。
• Iodine-Catalyzed Facile Approach to Sulfones Employing TosMIC as a Sulfonylating Agent
  作者：Lingaswamy Kadari、Radha Krishna Palakodety、Lakshmi Prapurna Yallapragada

  DOI：10.1021/acs.orglett.7b00896

  日期：2017.5.19

  A novel iodine-catalyzed functionalization of a variety of olefins and alkynes and direct decarboxylative functionalization of cinnamic and propiolic acids with TosMIC to provide access to various vinyl, allyl, and beta-iodo vinylsulfones is described. This simple, efficient, and environmentally benign approach employing inexpensive molecular iodine as a catalyst demonstrates a versatile protocol for the synthesis of highly valuable sulfones, rendering it attractive to both synthetic and medicinal chemistry.
• Access to “Friedel–Crafts-Restricted” <i>tert</i>-Alkyl Aromatics by Activation/Methylation of Tertiary Benzylic Alcohols
  作者：Joshua A. Hartsel、Derek T. Craft、Qiao-Hong Chen、Ming Ma、Paul R. Carlier

  DOI：10.1021/jo202371c

  日期：2012.4.6

  Herein we describe a two-step protocol to prepare m-tert-alkylbenzenes. The appropriate tertiary benzylic alcohols are activated with SOCl2 or concentrated HCl and then treated with trimethylaluminum, affording the desired products in 68-97% yields (22 examples). This reaction sequence is successful in the presence of a variety of functional groups, including acid-sensitive and Lewis-basic groups. In addition to t-Bu groups, 1,1-dimethylpropyl and 1-ethyl-1-methylpropyl groups can also be installed using this method.
• Stereoconvergent Approach to the Enantioselective Construction of α‐Quaternary Alcohols by Radical Epoxide Allylation
  作者：Sebastian Höthker、Annika Plato、Stefan Grimme、Zheng-Wang Qu、Andreas Gansäuer

  DOI：10.1002/anie.202405911

  日期：——

  Abstract: We describe a highly stereoconvergent radical epoxide allylation towards diastereomerically and enantiomerically enriched α‐quaternary alcohols in two steps from olefins. Our approach combines the stereospecifity and enantioselectivity of the Shi epoxidation with the unprecedented Ti(III)‐promoted intramolecular radical group transfer allylation of epoxides. A directional isomerization step via configurationally labile radical intermediates enables the selective preparation of all carbon quaternary stereocenters in a unique fashion.