7-Methylthieno[3,2-e][1]benzothiole-2-carbonitrile | 187741-19-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 7-Methylthieno[3,2-e][1]benzothiole-2-carbonitrile
• CAS: 187741-19-1
• 化学式: C₁₂H₇NS₂
• 分子量: 229.326
• InChiKey: RDWBWZHXNURHBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  80.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7-Methylthieno[3,2-e][1]benzothiole-2-carbonitrile 在 正丁基锂 、 copper dichloride 、 zinc(II) chloride 作用下， 以 氯苯 为溶剂， 反应 16.0h， 生成 2,2'-bis(4-(S)-isopropyloxazol-2-yl)-7,7'-dimethyl-1,1'-bi[benzo[1,2-b:4,3-b']dithiophene]
  参考文献：
  名称：

  Non-Photochemical Route to Chiral Disubstituted [7]Thiaheterohelicenes via Biaryl- and Carbonyl-Coupling Reactions

  摘要：

  Non-photochemical syntheses of optically active dimethyl[7]thiaheterohelicenes (P)-(+)-14 and (M)-(-)-14 are described. The key transformations in the syntheses are the metal-mediated biaryl coupling reactions between two benzodithiophene units having oxazoline moieties and the intramolecular McMurry coupling reaction of the biaryl dialdehydes (S)-13 and (R)-13. The configuration of the atropisomer 10a obtained from the biaryl coupling reaction was shown to be S by X-ray analysis.

  DOI：

  10.1021/jo970272t
• 作为产物：
  描述：

  2-methylbenzo<1,2-b:4,3-b'>dithiophene 在 正丁基锂 、 碘 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 7-Methylthieno[3,2-e][1]benzothiole-2-carbonitrile
  参考文献：
  名称：

  A novel route to disubstituted [7]thiaheterohelicene via biaryl- and carbonyl-coupling reactions

  摘要：

  A new non-photochemical synthesis of disubstituted heterohelicene is described. The directed metalation at the I-position of 2-(4,4-dimethyloxazolin-2-yl)-7-methylbenzo[1,2-b:4,3-b']dithiophene was accomplished by the use of BuLi in ether to give the organolithium species which, upon treatment with iodine and chlorotributyltin, gave 2-(4,4-dimethyloxazolin-2-yl)-1-iodo-7-methylbenzo-[1,2-b:4,3-b']-dithiophene and 2-(4,4-dimethyloxazolin-2-yl)-7-methyl-1-tributylstannylbenzo-[1,2-b:4,3-b']dithiophene in high yields. Palladium-catalyzed cross-coupling between them, followed by the intramolecular McMurry coupling reaction, gave 2,13-dimethyl[7]thiaheterohelicene in good yield. Copyright (C) 1996 Elsevier Science

  DOI：

  10.1016/s0040-4039(96)02325-8