5-(2-pyridylthio)-1-pentene | 139620-40-9

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 5-(2-pyridylthio)-1-pentene
• 英文别名: 2-pent-4-enylsulfanylpyridine
• CAS: 139620-40-9
• 化学式: C₁₀H₁₃NS
• 分子量: 179.286
• InChiKey: ZOWUUPVKTSZRJS-UHFFFAOYSA-N

物化性质

• 沸点：
  275.0±23.0 °C(Predicted)
• 密度：
  1.02±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.14
• 重原子数：
  12.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  12.89
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  4-戊烯-1-醇 在 sodium tetrahydroborate 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 5-(2-pyridylthio)-1-pentene
  参考文献：
  名称：

  通过芳基-碲介导的自由基环化制备六元碳环

  摘要：

  检查了各种碲化合物的自由基环化作用。与吸电子基团（7、8、9、10和11）共轭的烯烃得到高产率的相应六元产物。未活化的烯烃23给出相应的硫代吡啶基衍生物24作为唯一产物。使用肟18作为亲核试剂进行环化反应的光解反应在室温下缓慢进行，仅产生了较低的产物19和20收率。

  DOI：

  10.1016/s0040-4039(00)92289-5

文献信息

• Radical [<i>n</i> + 1] Annulations with Sulfur Dioxide
  作者：Anna Tsimelzon、Rebecca Braslau

  DOI：10.1021/jo052035t

  日期：2005.12.1

  A new methodology for [n + 1] radical annulation using sulfur dioxide as a geminal radical acceptor/donor is presented. This methodology provides a novel route to the formation of five-, six-, and seven-membered cyclic sulfones utilizing a radical chain mechanism under very mild conditions.

  提出了一种使用二氧化硫作为双基自由基受体/供体的[ n +1]自由基环化的新方法。这种方法学为在非常温和的条件下利用自由基链机理形成五元，六元和七元环状砜提供了一条新颖的途径。
• Cyclization of Hindered Fluorinated Dichloro(5- and 6-)alkenyl Radicals. Structural Effects of Olefins on the Selective Formation of 5-<i>exo</i> and 6-<i>endo</i> Cyclization Products
  作者：Takashi Okano、Hidemasa Ishihara、Nobuyuki Takakura、Hiroyasu Tsuge、Shoji Eguchi、Hiroshi Kimoto

  DOI：10.1021/jo970639u

  日期：1997.10.1

  Reaction of 3-butenyl radicals generated by photolysis of variously substituted Barton esters (both open-chain 1a-d and cyclohexyl 1e-h) with CF2=CCl2 gave a mixture of cyclized products (cyclopentanes 6 and 8 and cyelohexanes 7 and 9) as well as noncyclized products (4 and 5) in various ratios depending on the substitution pattern at the olefinic moiety. The product ratios of [cyclization (6 + 7 + 8 + 9):noncyclization (5)] for 1 with more alkyl substituents on the CC double bond were greater than those for 1 with fewer substituents. The products ratio of [5-exo (6 + 8):6-endo (7 + 9)] was influenced by a steric effect. Photoreaction of Barton ester 2 with CF2-CCl2 gave a mixture of cyclohexanes 16 and 17 as well as noncyclized 14 and 15. Dehydrochlorination of decalins 7g and 7h followed by oxidation of sulfide and [2,3]sigmatropic rearrangement of the allyl sulfoxide gave octahydronaphthalenones 23 and 27, respectively.