4-phenyl-1H-2-benzothiopyran | 54193-79-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异硫色烯
• 英文名称: 4-phenyl-1H-2-benzothiopyran
• 英文别名: 4-phenylisothiochromene；4-Phenylisothiochromen；4-phenyl-1H-isothiochromene；4-phenyl-1H-isothiochromene
• CAS: 54193-79-2
• 化学式: C₁₅H₁₂S
• 分子量: 224.326
• InChiKey: KASFZPGVTFAFDV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-phenyl-1H-2-benzothiopyran 以 甲醇 为溶剂， 生成 3-苯基-1H-茚
  参考文献：
  名称：

  Photochemical transformations of small ring heterocyclic systems. LX. Photochemical ring-opening reactions of substituted chromenes and isochromenes

  摘要：

  DOI：

  10.1021/jo00896a033
• 作为产物：
  描述：

  在 碘 、 sodium hydride 、 碳酸氢钠 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 、 mineral oil 为溶剂， 反应 0.33h， 生成 4-phenyl-1H-2-benzothiopyran
  参考文献：
  名称：

  碘和氢溴酸介导的邻-[(叔丁基硫烷基)甲基)]苯乙烯环化合成异噻吩和1,3-二氢苯并[c]噻吩

  摘要：

  Methods for the syntheses of 4-substituted isothiochromenes and 1,1-disubstituted 1,3-dihydrobenzo[c]thiophenes have been developed. Thus, treatment of alpha-substituted o-[(tert-butylsulfanyl)methyl]styrenes, derived from alpha-substituted o-bromostyrenes using an easily operated four-step sequence, with iodine in the presence of sodium hydrogencarbonate gave isothiochromene derivatives. These tert-butyl sulfides were treated with concentrated hydrobromic acid to give 1,3-dihydrobenzo[c]thiophene derivatives.

  DOI：

  10.3987/com-17-13803

文献信息

• Heterocyclic amine derivatives, their production and use
  申请人：Takeda Chemical Industries, Ltd.

  公开号：EP0481383B1

  公开（公告）日：1995-06-28
• US5198462A
  申请人：——

  公开号：US5198462A

  公开（公告）日：1993-03-30
• US5300646A
  申请人：——

  公开号：US5300646A

  公开（公告）日：1994-04-05
• Synthesis of Isothiochromenes and 1,3-Dihydrobenzo[c]thiophenes by Iodine- and Hydrobromic Acid-Mediated Cyclizations of o-[(tert-Butylsulfanyl)methyl)]styrenes
  作者：Kazuhiro Kobayashi、Takuma Ueyama、Mai Horiuchi

  DOI：10.3987/com-17-13803

  日期：——

  Methods for the syntheses of 4-substituted isothiochromenes and 1,1-disubstituted 1,3-dihydrobenzo[c]thiophenes have been developed. Thus, treatment of alpha-substituted o-[(tert-butylsulfanyl)methyl]styrenes, derived from alpha-substituted o-bromostyrenes using an easily operated four-step sequence, with iodine in the presence of sodium hydrogencarbonate gave isothiochromene derivatives. These tert-butyl sulfides were treated with concentrated hydrobromic acid to give 1,3-dihydrobenzo[c]thiophene derivatives.
• Photochemical transformations of small ring heterocyclic systems. LX. Photochemical ring-opening reactions of substituted chromenes and isochromenes
  作者：Albert Padwa、Andrew Au、George A. Lee、William Owens

  DOI：10.1021/jo00896a033

  日期：1975.4