2-benzhydryl-5-bromothiophene | 1392407-11-2

• 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-benzhydryl-5-bromothiophene
• 英文别名: 5-benzhydryl-2-bromothiophene；2-Benzhydryl-5-bromothiophene
• CAS: 1392407-11-2
• 化学式: C₁₇H₁₃BrS
• 分子量: 329.26
• InChiKey: GWIXXFSRTWTXRH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  二苯甲醇 在 对甲苯磺酸 、 scandium tris(trifluoromethanesulfonate) 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 24.0h， 生成 2-benzhydryl-5-bromothiophene
  参考文献：
  名称：

  Arylative Desulfonation of Diarylmethyl Phenyl Sulfone with Arenes Catalyzed by Scandium Triflate

  摘要：

  A scandium-triflate-catalyzed arylative desulfonation of diarylmethyl phenyl sulfones with arenes and heteroarenes was established. A variety of both sulfone and arene substrates were reacted to afford symmetric and nonsymmetric triarylmethanes in good yields. Further transformations of the resulting triarylmethanes and application to the concise synthesis of a bactericidal agent analogue were also demonstrated.

  DOI：

  10.1021/acs.orglett.6b00744

文献信息

• Direct alkylation of aromatics using alcohols in the presence of NaHSO4/SiO2
  作者：Yuta Sato、Tadashi Aoyama、Toshio Takido、Mitsuo Kodomari

  DOI：10.1016/j.tet.2012.06.063

  日期：2012.9

  Simple and efficient procedure for alkylation of aromatics from alcohols in the presence of NaHSO4/SiO2 was developed. Various triaryl methanes were obtained in good yields in short reaction time. For instance the reaction of mesitylene with benzhydrol in the presence of NaHSO4/SiO2 gave the corresponding triaryl methane in a quantitative yield. NaHSO4/SiO2 was regenerated by simple treatment and could

  在NaHSO 4 / SiO 2的存在下，开发了一种简单有效的从醇类将芳烃烷基化的方法。在短的反应时间内以高收率获得了各种三芳基甲烷。例如，在NaHSO 4 / SiO 2的存在下，1，3，5-三甲基苯与苯甲醇的反应以定量收率得到了相应的三芳基甲烷。NaHSO 4 / SiO 2通过简单处理即可再生，可以循环使用八次而不会损失活性。
• Simple Method for sp2–sp3 and sp3–sp3 Carbon–Carbon Bond Activation in 2-Substituted 1,3-Diketones
  作者：Tadashi Aoyama、Mamiko Hayakawa、Sho Kubota、Sumire Ogawa、Erika Nakajima、Emi Mitsuyama、Taku Iwabuchi、Haruki Kaneko、Rina Obara、Toshio Takido、Mitsuo Kodomari、Akihiko Ouchi

  DOI：10.1055/s-0034-1378862

  日期：——

  Simple and efficient methods were developed for sp(2)-sp(3) and sp(3)-sp(3) C-C bond-activation reactions of 2-substituted 1,3-diketones. 3-Substituted 3-bromopentane-2,4-diones were deacylated in the presence of an aromatic compound and a silica gel supported Bronsted acid containing sulfonic groups. The carbocation formed by cleavage of the sp(3)-sp(3) C-C bond of the dione alkylated the aromatic compound.
• Arylative Desulfonation of Diarylmethyl Phenyl Sulfone with Arenes Catalyzed by Scandium Triflate
  作者：Masakazu Nambo、Zachary T. Ariki、Daniel Canseco-Gonzalez、D. Dawson Beattie、Cathleen M. Crudden

  DOI：10.1021/acs.orglett.6b00744

  日期：2016.5.20

  A scandium-triflate-catalyzed arylative desulfonation of diarylmethyl phenyl sulfones with arenes and heteroarenes was established. A variety of both sulfone and arene substrates were reacted to afford symmetric and nonsymmetric triarylmethanes in good yields. Further transformations of the resulting triarylmethanes and application to the concise synthesis of a bactericidal agent analogue were also demonstrated.