6-Phenyl-4,4a,5,7,7a,8-hexahydrothieno<2,3-e>isoindole-5,7-dione | 113615-91-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 6-Phenyl-4,4a,5,7,7a,8-hexahydrothieno<2,3-e>isoindole-5,7-dione
• 英文别名: 2-Phenyl-3a,4,8,8a-tetrahydothieno<2,3-f>isoindole-1,3(2H)-dione；6-Phenyl-4,4a,7a,8-tetrahydrothieno[3,2-f]isoindole-5,7-dione
• CAS: 113615-91-1
• 化学式: C₁₆H₁₃NO₂S
• 分子量: 283.351
• InChiKey: HYKAESGKSPZCQY-UHFFFAOYSA-N

物化性质

• 沸点：
  541.7±50.0 °C(predicted)
• 密度：
  1.360±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  65.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  噻吩-2,3-二羧酸 在 lithium aluminium tetrahydride 、 三溴化磷 、 sodium iodide 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 28.0h， 生成 6-Phenyl-4,4a,5,7,7a,8-hexahydrothieno<2,3-e>isoindole-5,7-dione
  参考文献：
  名称：

  2,3-Dimethylene-2,3-Dihydrothiophene: The thiophene analogue of ortho-xylylene

  摘要：

  DOI：

  10.1016/s0040-4039(00)96870-9

文献信息

• Heterocyclic fused 2,5-dihydrothiophene S,S-dioxides as precursors to heterocyclic o-quinodimethanes
  作者：Lynne M. Chaloner、Andrew P.A. Crew、Paul M. O'Neill、Richard C. Storr、Michael Yelland

  DOI：10.1016/s0040-4020(01)80480-4

  日期：1992.1

  5-bischloromethylthiophene-2-carboxylate by reaction with sodium sulfide and oxidation. Pyrazole fused analogues 15 and 16 (R = Me and COPh) were prepared from 3-phenylsulfonyl-2,5-dihydrothiophene S,S-dioxide by cycloaddition of diazomethane, base induced aromatisation and N-substitution of the sulfone 14. Reaction of 3-acetyl-4-phenylthio-2,5-dihydrothiophene S,S-dioxide with hydrazine and interception of

  2,5-Dihydrothiophene 5,5-dioxides 8 and 6 have been obtained by interception of flash-pyrolytically produced 2,3-dihydro-2,3-bis(methylene)thiophene with sulfur dioxide and from methyl 4,5-bischloromethylthiophene-2-carboxylate by reaction with sodium sulfide and oxidation. Pyrazole fused analogues 15 and 16 (R = Me and COPh) were prepared from 3-phenylsulfonyl-2,5-dihydrothiophene S,S-dioxide by cycloaddition
• Formation and [4 + 2] cycloaddition reactions of 2,3-dimethylene-2,3-dihydrothiophene
  作者：Keimpe J. van den Berg、Albert M. van Leusen

  DOI：10.1002/recl.19931120103

  日期：——

  2,3-Dimethylene-2,3-dihydrothiophene (1), the thiophene analog of o-xylylene (o-quinodimethane), was generated in situ from the (trialkylammoniomethyl)-(trimethylsilylmethyl)thiophene iodides 4 or 5 by fluoride-induced 1,4 climination, and was trapped by [4 + 2] cycloadditions with a series of dienophiles. The reaction of 1 with dimethyl fumarate was considerably faster than with dimethyl maleate.

  2,3-二亚甲基-2,3-二氢噻吩（1）是邻二甲苯（邻喹二甲烷）的噻吩类似物，是由（三烷基铵甲基）-（三甲基甲硅烷基甲基）噻吩碘化物通过氟化物原位生成的1,4气候，并被一系列亲二烯体[4 + 2]环加成法捕获。1与富马酸二甲酯的反应比与马来酸二甲酯的反应快得多。不对称的亲双烯体产生区域异构体的混合物。在不存在亲双烯体的情况下，通过1 H-NMR与15a的四氘代类似物的比较确定，其中1个形成了[4 + 2]个螺二聚体，其中15a是主要成分。1和Dideutero- 1的新前体的合成：描述了化合物4、5a，b以及4的3.4-异构体。
• Facile synthesis of 4,6-dihydrothieno[3,4-b]thiophene 5,5-dioxide. A synthetic equivalent of 2,3-dihydro-2,3-dimethylenethiophene
  作者：Ta-Shue Chou、Chung-Ying Tsai

  DOI：10.1039/c39910001287

  日期：——

  4,6-Dihydrothieno[3,4-b]thiophene 5,5-dioxide 4, a stable precursor of 2,3-dihydro-2,3-dimethylenethiophene 3, conveniently prepared from 4-bromo-3-chloro-2,3-dihydrothiophene S,S-dioxide, can easily be alkylated and loses SO2 upon heating so that 4 serves as a useful synthetic equivalent of 3.

  4,6-二氢噻吩并[3,4- b ]噻吩-5,5-二氧化物4，2,3-二氢-2,3- dimethylenethiophene的稳定前体3，方便地从4-溴-3-氯-2-制备3-二氢噻吩S（S-二氧化物）很容易被烷基化，加热时失去SO 2，因此4可用作3的有用合成当量。
• The generation of 2,3-dihydro-2,3-bis-(methylene)thiophenes from 4,6-dihydrothieno[3,4-b]thiophene 5,5-dioxides
  作者：A.P.A. Crew、G. Jenkins、R.C. Storr、M. Yelland

  DOI：10.1016/s0040-4039(00)88841-3

  日期：1990.1
• CREW, A. P. A.;JENKINS, G.;STORR, R. C.;YELLAND, M., TETRAHEDRON LETT., 31,(1990) N0, C. 1491-1494
  作者：CREW, A. P. A.、JENKINS, G.、STORR, R. C.、YELLAND, M.

  DOI：——

  日期：——