(E)-3-methoxy-2-(phenylsulfonyl)-2-butene | 115476-90-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-3-methoxy-2-(phenylsulfonyl)-2-butene
• 英文别名: [(E)-3-methoxybut-2-en-2-yl]sulfonylbenzene
• CAS: 115476-90-9
• 化学式: C₁₁H₁₄O₃S
• 分子量: 226.296
• InChiKey: JRQHCRCLTMTMSE-MDZDMXLPSA-N

物化性质

• 沸点：
  374.0±34.0 °C(predicted)
• 密度：
  1.149±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  [(Z)-2-methoxyprop-1-enyl]sulfonylbenzene 、 碘甲烷 以77%的产率得到
  参考文献：
  名称：

  PADWA, ALBERT;BULLOCK, WILLIAM H.;DYSZLEWSKI, ANDREW D.;MCCOMBIE, S. W.;S+, J. ORG. CHEM., 56,(1991) N1, C. 3556-3564

  摘要：

  DOI：

文献信息

• Alkylation of 2-oxy-substituted 1-sulfonylallyl and 1-sulfonylvinyl anions. New routes to functionalized carbocycles and dihydrofurans
  作者：Albert Padwa、William H. Bullock、Andrew D. Dyszlewski、S. W. McCombie、B. B. Shankar、A. K. Ganguly

  DOI：10.1021/jo00011a021

  日期：1991.5

  Alkylation of the anion derived from 2-phenoxy-3-(phenylsulfonyl)-1-propene proceeds alpha to the phenylsulfonyl group and affords cyclic products from 1,omega-dihalides. Reaction of the monoalkylated products, in which a suitably positioned olefinic or acetylenic unit is present, with sodium benzenesulfinate-acetic acid gives functionalized acetylcyclopentenes and cyclohexenes via C-C bond formation from the allyl cation-sulfinate ion pair. In the vinyl sulfone series, deprotonation of (E)- or (Z)-2-alkoxyvinyl phenyl sulfones rapidly affords the more stable (E)-lithio derivative, an acetaldehyde anion equivalent which reacts normally with aldehydes, ketones, alkyl halides, and epoxides. The latter process may be effected in an intramolecular fashion. Thus, (E)-(2-phenylsulfonyl) vinyl ethers of 2,3-epoxy alcohols cyclize on treatment with amide bases to afford dihydrofurans whose stereochemistry is fully defined by that of the starting epoxy alcohol.
• Configurational properties and chemical reactivity of mono and dianions derived from aryl 2-alkoxyvinyl sulfones
  作者：S.W. McCombie、B.B. Shankar、A.K. Ganguly、Albert Padwa、William H. Bullock、Andrew D. Dyszlewski

  DOI：10.1016/s0040-4039(00)95557-6

  日期：——
• MCCOMBIE, S. W.;SHANKAR, B. B.;GANGULY, A. K.;PADWA, A.;BULLOCK, W. H.;DY+, TETRAHEDRON LETT., 28,(1987) N 36, 4127-4130
  作者：MCCOMBIE, S. W.、SHANKAR, B. B.、GANGULY, A. K.、PADWA, A.、BULLOCK, W. H.、DY+

  DOI：——

  日期：——