1-methyl-2-[(1-phenylethyl)thio]benzimidazole | 634193-90-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 1-methyl-2-[(1-phenylethyl)thio]benzimidazole
• 英文别名: 1-Methyl-2-(1-phenylethylsulfanyl)benzimidazole；1-methyl-2-(1-phenylethylsulfanyl)benzimidazole
• CAS: 634193-90-1
• 化学式: C₁₆H₁₆N₂S
• 分子量: 268.382
• InChiKey: WRKLRFGKIMYIGS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  43.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-methyl-2-[(1-phenylethyl)thio]benzimidazole 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以98%的产率得到1-methyl-2-[(1-phenylethyl)sulfonyl]benzimidazole
  参考文献：
  名称：

  Enantioselective hydrogen atom transfer to α-sulfonyl radicals controlled by selective coordination of a chiral Lewis acid to an enantiotopic sulfonyl oxygen

  摘要：

  Enantioselective hydrogen atom transfer to a-sulfonyl radicals generated from the alkyl radical addition to 2-propenyl and 1-phenylethenyl sulfones in the presence of chiral Lewis acids affords products with high enantioselectivity. The stereochemical course is discussed with the transition states involving selective coordination of a chiral Lewis acid to an enantiotopic sulfonyl oxygen. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00531-7
• 作为产物：
  描述：

  2-[(1-phenylethyl)thio]benzimidazole 、 碘甲烷 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.25h， 以83%的产率得到1-methyl-2-[(1-phenylethyl)thio]benzimidazole
  参考文献：
  名称：

  Enantioselective hydrogen atom transfer to α-sulfonyl radicals controlled by selective coordination of a chiral Lewis acid to an enantiotopic sulfonyl oxygen

  摘要：

  Enantioselective hydrogen atom transfer to a-sulfonyl radicals generated from the alkyl radical addition to 2-propenyl and 1-phenylethenyl sulfones in the presence of chiral Lewis acids affords products with high enantioselectivity. The stereochemical course is discussed with the transition states involving selective coordination of a chiral Lewis acid to an enantiotopic sulfonyl oxygen. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00531-7

文献信息

• Enantioselective hydrogen atom transfer to α-sulfonyl radicals controlled by selective coordination of a chiral Lewis acid to an enantiotopic sulfonyl oxygen
  作者：Hideki Sugimoto、Shuichi Nakamura、Yoshihiko Watanabe、Takeshi Toru

  DOI：10.1016/s0957-4166(03)00531-7

  日期：2003.10

  Enantioselective hydrogen atom transfer to a-sulfonyl radicals generated from the alkyl radical addition to 2-propenyl and 1-phenylethenyl sulfones in the presence of chiral Lewis acids affords products with high enantioselectivity. The stereochemical course is discussed with the transition states involving selective coordination of a chiral Lewis acid to an enantiotopic sulfonyl oxygen. (C) 2003 Elsevier Ltd. All rights reserved.