bicyclo[2.2.1]hept-5-en-2-yl(phenyl)sulfane

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: bicyclo[2.2.1]hept-5-en-2-yl(phenyl)sulfane
• 英文别名: (+/-)-norborn-5-ene-2endo-yl-phenyl sulfide；(+/-)-Norborn-5-en-2endo-yl-phenyl-sulfid；(1S,4S,5S)-5-phenylsulfanylbicyclo[2.2.1]hept-2-ene
• 化学式: C₁₃H₁₄S
• 分子量: 202.32
• InChiKey: HLCOJIVFJCTJBD-LOWVWBTDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  环戊二烯 、 苯基乙烯基硫醚 生成 bicyclo[2.2.1]hept-5-en-2-yl(phenyl)sulfane
  参考文献：
  名称：

  Coffee and Alcohol Intake and Risk of Ovarian Cancer: An Italian Case-Control Study

  摘要：

  The relation between coffee and alcohol intake and ovarian cancer risk was analyzed in a case-control study conducted in Italy between 1992 and 1999. Cases were 1,031 women, aged 18-79 years, with incident, histologically confirmed invasive epithelial ovarian cancer, and controls were 2,411 women, aged 17-79 years, admitted to the hospital for acute nonneoplastic non-hormone-related diseases. Coffee intake (mostly espresso and mocha) was not associated with ovarian cancer risk, with an odds ratio (OR) of 0.93 [95 % confidence interval (CI) = 0.69-1.27] in drinkers of greater than or equal to4 cups/day compared with drinkers of <1 cup/day. No meaningful relation was observed with cappuccino (OR = 1.06, 95% CI = 0.85-1,32 for drinkers compared with nondrinkers), decaffeinated coffee (OR = 0.64, 95% CI 0.42-0.96), and tea intake (OR = 0.90, 95% CI = 0.75-1,08). Total alcohol intake was not associated with ovarian cancer risk (OR = 1.09, 95 % CI = 0.76-1.57 in drinkers of greater than or equal to 36 g/day compared with never drinkers), No relationship was found with wine (OR = 1.03, 95% CI = 0.70-1.50 for > 39 g/day compared with never drinkers), beer, amari, grappa, and spirits. No significant heterogeneity was found for coffee or total alcohol intake across strata of age, education, parity, oral contraceptive use, family history of ovarian/breast cancer, body mass index, and calorie intake, This study, based on a large data set, provides no support for a causal association between invasive epithelial ovarian cancer risk and coffee and alcohol intake.

  DOI：

  10.1207/s15327914nc391_4

文献信息

• Radical Cation Cycloadditions Using Cleavable Redox Auxiliaries
  作者：Shishi Lin、Shane D. Lies、Christopher S. Gravatt、Tehshik P. Yoon

  DOI：10.1021/acs.orglett.6b03545

  日期：2017.1.20

  The incorporation of an easily oxidized arylsulfide moiety facilitates the photocatalytic generation of alkene radical cations that undergo a variety of cycloaddition reactions with electron-rich reaction partners. The sulfide moiety can subsequently be reductively cleaved in a traceless fashion, affording products that are not otherwise directly accessible using photoredox catalysis. This approach

  易于氧化的芳基硫醚部分的引入促进了烯烃自由基阳离子的光催化生成，该自由基阳离子与富电子反应伙伴进行各种环加成反应。随后，硫化物部分可以以无痕方式还原裂解，从而提供使用光氧化还原催化无法直接获得的产物。这种方法构成了一种新颖的氧化“氧化还原辅助”策略，提供了一种实用的方法来规避光氧化还原反应面临的基本热力学限制。
• A Non-Outer Sphere Mechanism for the Ionization of Aryl Vinyl Sulfides by Triarylaminium Salts
  作者：Nathan L. Bauld、J. Todd Aplin、Wang Yueh、Ainhoa Loinaz

  DOI：10.1021/ja9706965

  日期：1997.11.1

  formation of aryl vinyl sulfide cation radicals from the corresponding neutral precursors via reaction with tris(4-bromophenyl)aminium hexachloroantimonate in the context of a cation radical Diels−Alder addition to 1,3-cyclopentadiene does not occur via outer sphere electron transfer but by a mechanism involving strong covalent interaction between the aminium salt acting as an electrophile and the aryl vinyl

  有证据表明，在阳离子自由基 Diels-Alder 加成到 1,3-环戊二烯的背景下，通过与三（4-溴苯基）胺六氯锑酸盐反应，从相应的中性前体形成芳基乙烯基硫醚阳离子自由基不会通过外层发生。球体电子转移，但通过一种涉及作为亲电子试剂的胺盐和作为亲核试剂的芳基乙烯基硫化物底物之间强共价相互作用的机制。
• Coffee and Alcohol Intake and Risk of Ovarian Cancer: An Italian Case-Control Study
  作者：Alessandra Tavani、Silvano Gallus、Luigino Dal Maso、Silvia Franceschi、Silvia Maurizio Montella、Ettore Conti、Carlo La Vecchia

  DOI：10.1207/s15327914nc391_4

  日期：2001.1

  The relation between coffee and alcohol intake and ovarian cancer risk was analyzed in a case-control study conducted in Italy between 1992 and 1999. Cases were 1,031 women, aged 18-79 years, with incident, histologically confirmed invasive epithelial ovarian cancer, and controls were 2,411 women, aged 17-79 years, admitted to the hospital for acute nonneoplastic non-hormone-related diseases. Coffee intake (mostly espresso and mocha) was not associated with ovarian cancer risk, with an odds ratio (OR) of 0.93 [95 % confidence interval (CI) = 0.69-1.27] in drinkers of greater than or equal to4 cups/day compared with drinkers of <1 cup/day. No meaningful relation was observed with cappuccino (OR = 1.06, 95% CI = 0.85-1,32 for drinkers compared with nondrinkers), decaffeinated coffee (OR = 0.64, 95% CI 0.42-0.96), and tea intake (OR = 0.90, 95% CI = 0.75-1,08). Total alcohol intake was not associated with ovarian cancer risk (OR = 1.09, 95 % CI = 0.76-1.57 in drinkers of greater than or equal to 36 g/day compared with never drinkers), No relationship was found with wine (OR = 1.03, 95% CI = 0.70-1.50 for > 39 g/day compared with never drinkers), beer, amari, grappa, and spirits. No significant heterogeneity was found for coffee or total alcohol intake across strata of age, education, parity, oral contraceptive use, family history of ovarian/breast cancer, body mass index, and calorie intake, This study, based on a large data set, provides no support for a causal association between invasive epithelial ovarian cancer risk and coffee and alcohol intake.