1-phenyl-3,4-dihydro-1H-2-benzothiopyran | 97318-32-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异硫色满
• 英文名称: 1-phenyl-3,4-dihydro-1H-2-benzothiopyran
• 英文别名: 3,4-dihydro-1-phenyl-1H-2-benzothiopyran；1-phenyl-isothiochroman；1-Phenylisothiochroman；1-phenyl-3,4-dihydro-1H-isothiochromene
• CAS: 97318-32-6
• 化学式: C₁₅H₁₄S
• 分子量: 226.342
• InChiKey: TXHYCBYUCBUUDR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 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：

  1-phenyl-3,4-dihydro-1H-2-benzothiopyran 、 (三甲基硅基)甲基三氟甲烷磺酸酯 以 乙醚 为溶剂， 以94%的产率得到1-phenyl-2-(trimethylsilylmethyl)-3,4-dihydro-1H-2-benzothiopyranium triflate
  参考文献：
  名称：

  Tanzawa, Toru; Shirai, Naohiro; Sato, Yoshiro, Journal of the Chemical Society. Perkin transactions I, 1995, # 22, p. 2845 - 2848

  摘要：

  DOI：
• 作为产物：
  描述：

  2-苯乙硫醇 、 苯甲醛 在 bismuth(lll) trifluoromethanesulfonate 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以94%的产率得到1-phenyl-3,4-dihydro-1H-2-benzothiopyran
  参考文献：
  名称：

  Bismuth triflate-catalyzed oxa- and thia-Pictet–Spengler reactions: access to iso- and isothio-chroman compounds

  摘要：

  A new route to functionalized iso(thio)chromans is described. The compounds are accessible easily in a one pot-reaction by using different benzaldehydes and phenylethanethiol or phenylethanol in presence of bismuth triflate. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.07.007

文献信息

• Hypervalent iodine(III)-mediated C(sp3) H bond arylation, alkylation, and amidation of isothiochroman
  作者：Wataru Muramatsu、Kimihiro Nakano

  DOI：10.1016/j.tetlet.2014.11.134

  日期：2015.1

  We have developed a one-step method for introducing aryl, alkyl, and amide groups at the C(1)-position of isothiochromans via an oxidation reaction using hypervalent iodine(III), [bis(trifluoroacetoxy)iodo]benzene (PIFA), followed by an nucleophilic addition reaction using Grignard reagents and an amide.

  我们已经开发出一种通过使用高价碘（III），[双（三氟乙酰氧基）碘]苯（PIFA）的氧化反应在异硫氰酸盐的C（1）-位引入芳基，烷基和酰胺基的一步式方法，然后使用格氏试剂和酰胺进行亲核加成反应。
• Rhodium(III)-Catalyzed Oxidative Alkenylation of 1,3-Dithiane-Protected Arenecarbaldehydes via Regioselective C–H Bond Cleavage
  作者：Yuto Unoh、Koji Hirano、Tetsuya Satoh、Masahiro Miura

  DOI：10.1021/ol503722r

  日期：2015.2.6

  A Rh(III)-catalyzed direct alkenylation of 2-aryl-1,3-dithiane derivatives with alkenes has been developed. The 1,3-dithiane group can serve as an effective directing group for the exclusively monoselective alkenylation under mild oxidative conditions. The directing group is readily removable after the coupling event.
• Bismuth triflate-catalyzed oxa- and thia-Pictet–Spengler reactions: access to iso- and isothio-chroman compounds
  作者：Christian Lherbet、David Soupaya、Cécile Baudoin-Dehoux、Chantal André、Casimir Blonski、Pascal Hoffmann

  DOI：10.1016/j.tetlet.2008.07.007

  日期：2008.9

  A new route to functionalized iso(thio)chromans is described. The compounds are accessible easily in a one pot-reaction by using different benzaldehydes and phenylethanethiol or phenylethanol in presence of bismuth triflate. (C) 2008 Elsevier Ltd. All rights reserved.
• Tanzawa, Toru; Shirai, Naohiro; Sato, Yoshiro, Journal of the Chemical Society. Perkin transactions I, 1995, # 22, p. 2845 - 2848
  作者：Tanzawa, Toru、Shirai, Naohiro、Sato, Yoshiro、Hatano, Keiichiro、Kurono, Yukihisa

  DOI：——

  日期：——