(1-bromo-4-(3-fluoroprop-1-en-2-yl))benzene | 1234908-92-9

• 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-bromo-4-(3-fluoroprop-1-en-2-yl))benzene
• 英文别名: 1-Bromo-4-(3-fluoroprop-1-en-2-yl)benzene
• CAS: 1234908-92-9
• 化学式: C₉H₈BrF
• 分子量: 215.065
• InChiKey: OWQNKNVXNQCGNB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (1-bromo-4-(3-fluoroprop-1-en-2-yl))benzene 在 pyridine hydrofluoride 、 4-碘甲苯 、 Selectfluor 作用下， 以 氯仿 为溶剂， 反应 24.03h， 以34%的产率得到1-bromo-4-(2,2,3-trifluoropropyl)benzene
  参考文献：
  名称：

  Catalytic Geminal Difluorination of Styrenes for the Construction of Fluorine-rich Bioisosteres

  摘要：

  A geminal difluorination of alkenes based on I(I)/I(III) catalysis is disclosed, which is compatible with a range of electronically and substitutionally diverse styrenes (27 examples, up to 89% yield). Employing inexpensive p-Toll as the organocatalyst, turnover is enabled by Selectfluor-mediated oxidation to generate the ArIF2 species in situ. Extension to include alpha-substituted styrenes bearing fluorine-containing groups is disclosed and provides an expansive platform for the generation of fluorine-rich architectures.

  DOI：

  10.1021/acs.orglett.8b03794
• 作为产物：
  描述：

  4-溴苯基三氟甲磺酸酯 在 1,1'-双(二苯基膦)二茂铁 、 palladium diacetate 、 Selectfluor 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 24.0h， 生成 (1-bromo-4-(3-fluoroprop-1-en-2-yl))benzene
  参考文献：
  名称：

  Catalytic Geminal Difluorination of Styrenes for the Construction of Fluorine-rich Bioisosteres

  摘要：

  A geminal difluorination of alkenes based on I(I)/I(III) catalysis is disclosed, which is compatible with a range of electronically and substitutionally diverse styrenes (27 examples, up to 89% yield). Employing inexpensive p-Toll as the organocatalyst, turnover is enabled by Selectfluor-mediated oxidation to generate the ArIF2 species in situ. Extension to include alpha-substituted styrenes bearing fluorine-containing groups is disclosed and provides an expansive platform for the generation of fluorine-rich architectures.

  DOI：

  10.1021/acs.orglett.8b03794

文献信息

• Syntheses of Mono-, Di-, and Trifluorinated Styrenic Monomers
  作者：Véronique Gouverneur、Justyna Walkowiak、Teresa del Campo、Bruno Ameduri

  DOI：10.1055/s-0029-1218785

  日期：2010.6

  Concise syntheses of gram quantities of three fluorinated α-methylstyrenic monomers suitable for polymerisation studies are disclosed, all based on the use of reasonably priced commercially available starting materials and reagents. fluorination - nucleophilic fluoroalkylation - palladium catalysis - monomer synthesis - functional fluoropolymers

  公开了适用于聚合研究的克量的三种氟化α-甲基苯乙烯单体的精确合成方法，所有方法均基于使用价格合理的市售起始原料和试剂。 氟化-亲核性氟烷基化-钯催化-单体合成-功能性含氟聚合物
• Rhodium catalysed enantioselective synthesis of mono-(halo)-methyl-cyclopropanes
  作者：Claire Schlinquer、Wei-Sheng Huang、Ling Chen、Thomas Poisson、Xavier Pannecoucke、André B. Charette、Philippe Jubault

  DOI：10.1039/c8ob03041c

  日期：——

  The catalytic asymmetric synthesis of mono-fluoro-, -chloro- and -bromomethyl-1,2-diaryl cyclopropane ester is described. The reaction, using Rh2((S)-BTPCP)4 as a catalyst, allowed the formation of the desired cyclopropanes in good to excellent yields (up to 99%) and excellent diastereoselectivities (up to >20 : 1) and with a high level of enantioselectivities (up to 98% ee). Finally, the synthetic

  描述了单氟-，-氯-和-溴甲基-1,2-二芳基环丙烷酯的催化不对称合成。使用Rh 2（（S）-BTPCP）4作为催化剂的反应，可以形成所需的环丙烷，产率高至优异（高达99％）和非对映选择性（高达> 20：1），且具有良好的非对映选择性。高对映选择性（高达98％ee）。最后，还证明了手性环丙烷的合成效用。