1-methyl-2-(phenyl(phenylsulfonyl)methyl)benzene | 1426132-05-9

• 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-methyl-2-(phenyl(phenylsulfonyl)methyl)benzene
• 英文别名: (2-methylphenyl)phenylmethyl phenyl sulfone；1-[Benzenesulfonyl(phenyl)methyl]-2-methylbenzene；1-[benzenesulfonyl(phenyl)methyl]-2-methylbenzene
• CAS: 1426132-05-9
• 化学式: C₂₀H₁₈O₂S
• 分子量: 322.428
• InChiKey: CHZZASBIOUWESG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-苯基噻吩 、 1-methyl-2-(phenyl(phenylsulfonyl)methyl)benzene 在 scandium tris(trifluoromethanesulfonate) 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 12.0h， 以78%的产率得到(2-methylphenyl)[5-(2-phenylthienyl)]phenylmethane
  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
• 作为产物：
  描述：

  1-methyl-2-(phenyl(phenylsulfinyl)methyl)benzene 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 以90%的产率得到1-methyl-2-(phenyl(phenylsulfonyl)methyl)benzene
  参考文献：
  名称：

  钯催化甲基亚砜与芳基卤化物的直接芳基化

  摘要：

  已开发出钯催化的未活化亚砜的 α-芳基化。亚砜的弱酸性 α-质子被 LiOtBu 可逆地去质子化，钯膦配合物促进芳基化。多种芳基甲基亚砜与芳基溴化物偶联。更具挑战性的偶联伙伴，如烷基甲基亚砜（包括二甲基亚砜）和芳基氯，在优化条件下被证明是合适的。该方法用于合成具有生物活性的苄基亚砜中间体。

  DOI：

  10.1021/ja4009776

文献信息

• Pyridine-catalyzed desulfonative borylation of benzyl sulfones
  作者：Yuuki Maekawa、Zachary T. Ariki、Masakazu Nambo、Cathleen M. Crudden

  DOI：10.1039/c9ob01099h

  日期：——

  pyridine-catalyzed desulfonative borylation of benzyl sulfones with bis(pinacolato)diboron (B2pin2). A variety of benzhydryl- and benzyl boronic esters could be synthesized from readily prepared sulfone derivatives. The borylation of cyclic sulfones accompanied by ring opening also proceeded to afford the corresponding sulfonate, which could be converted into functionalized sulfones and sulfonamides.

  在这里，我们报告苄基砜与双（频哪醇）双硼（B2pin2）的无过渡金属，吡啶催化的脱磺基硼化作用。从容易制备的砜衍生物可以合成多种苯甲基-和苄基硼酸酯。伴随着开环的环状砜的硼化也进行，得到相应的磺酸盐，可以将其转化为官能化的砜和磺酰胺。
• 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.
• Palladium-Catalyzed Direct Arylation of Methyl Sulfoxides with Aryl Halides
  作者：Tiezheng Jia、Ana Bellomo、Kawtar EL Baina、Spencer D. Dreher、Patrick J. Walsh

  DOI：10.1021/ja4009776

  日期：2013.3.13

  The palladium-catalyzed α-arylation of unactivated sulfoxides has been developed. The weakly acidic α-protons of sulfoxides are reversibly deprotonated by LiOtBu, and a palladium phosphine complex facilitates the arylation. A variety of aryl methyl sulfoxides were coupled with aryl bromides. More challenging coupling partners, such as alkyl methyl sulfoxides (including dimethyl sulfoxide) and aryl chlorides

  已开发出钯催化的未活化亚砜的 α-芳基化。亚砜的弱酸性 α-质子被 LiOtBu 可逆地去质子化，钯膦配合物促进芳基化。多种芳基甲基亚砜与芳基溴化物偶联。更具挑战性的偶联伙伴，如烷基甲基亚砜（包括二甲基亚砜）和芳基氯，在优化条件下被证明是合适的。该方法用于合成具有生物活性的苄基亚砜中间体。