2,2-difluoro-1-(4-methoxyphenyl)-2-phenylsulfanylethanol | 899820-35-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2,2-difluoro-1-(4-methoxyphenyl)-2-phenylsulfanylethanol
• 英文别名: 2,2-difluoro-1-(4-methoxyphenyl)-2-(phenylthio)ethan-1-ol；2,2-difluoro-1-(4-methoxyphenyl)-2-(phenylthio)ethanol
• CAS: 899820-35-0
• 化学式: C₁₅H₁₄F₂O₂S
• 分子量: 296.338
• InChiKey: GQYKJVOJCMMREK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  54.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,2-difluoro-1-(4-methoxyphenyl)-2-phenylsulfanylethanol 在 间氯过氧苯甲酸 作用下， 以 四氢呋喃 为溶剂， -78.0~425.0 ℃ 、6.67 Pa 条件下， 生成 1-(2,2-二氟乙烯基)-4-甲氧基苯
  参考文献：
  名称：

  α,α-Difluoro-α-phenylsulfanylmethyl carbanion equivalent: a novel gem-difluoromethylenation of carbonyl compounds

  摘要：

  alpha,alpha-Difluoro-alpha-phenylsulfanyl-alpha-trimethylsilylmethane (PhSCF2SiMe3) has been demonstrated as an alpha,alpha-difluoro-alpha-plhenylsulfanylmethyl carbanion equivalent. gem-Difluorophenylsulfanylmethylation of carbonyl compounds has been successfully achieved by using PhSCF2SiMe3 in the presence of TBAF in THE The adducts have been converted to the corresponding gem-difluoroalkenes by a novel pyrolytic and/or FVP elimination of the beta-hydroxy-alpha-phenyisufinyl derivatives under reduced pressure. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.04.015
• 作为产物：
  描述：

  2,2-difluoro-1-(4-methoxyphenyl)-2-phenylsulfanyl-1-trimethoxysiloxyethane 在 potassium fluoride 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 以91%的产率得到2,2-difluoro-1-(4-methoxyphenyl)-2-phenylsulfanylethanol
  参考文献：
  名称：

  α,α-Difluoro-α-phenylsulfanylmethyl carbanion equivalent: a novel gem-difluoromethylenation of carbonyl compounds

  摘要：

  alpha,alpha-Difluoro-alpha-phenylsulfanyl-alpha-trimethylsilylmethane (PhSCF2SiMe3) has been demonstrated as an alpha,alpha-difluoro-alpha-plhenylsulfanylmethyl carbanion equivalent. gem-Difluorophenylsulfanylmethylation of carbonyl compounds has been successfully achieved by using PhSCF2SiMe3 in the presence of TBAF in THE The adducts have been converted to the corresponding gem-difluoroalkenes by a novel pyrolytic and/or FVP elimination of the beta-hydroxy-alpha-phenyisufinyl derivatives under reduced pressure. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.04.015

文献信息

• Nucleophilic (Phenylsulfonyl/arylthio)difluoromethylation of Aldehydes with TMSCF₂Br: A Three-Component Strategy
  作者：Qiqiang Xie、Ziyue Zhu、Chuanfa Ni、Jinbo Hu

  DOI：10.1021/acs.orglett.9b03520

  日期：2019.11.15

  (phenylsulfonyl/arylthio)difluoromethylation of aldehydes with TMSCF2Br was developed. The reaction proceeds through in situ generation of difluorocarbene, which is captured by PhSO2Na or ArSNa to form the corresponding PhSO2CF2- or PhSCF2- anions, followed by nucleophilic addition to aldehydes to give the desired difluoromethylated products.

  建立了一种用TMSCF2Br进行醛类亲核（苯磺酰基/芳硫基）二氟甲基化的有效方法。该反应通过原位产生二氟卡宾而进行，该二氟卡宾被PhSO 2 Na或ArSNa捕获以形成相应的PhSO 2 CF 2-或PhSCF 2-阴离子，然后亲核加成至醛中以得到所需的二氟甲基化产物。
• Difluoro(phenylchalcogen)methylation of aldehydes, ketones, and imines with S-, Se-, and Te-containing reagents PhXCF2H (X=S, Se, Te)
  作者：Mingyou Hu、Fei Wang、Yanchuan Zhao、Zhengbiao He、Wei Zhang、Jinbo Hu

  DOI：10.1016/j.jfluchem.2011.08.007

  日期：2012.3

  prepared, and their relative reactivity towards aldehydes, ketones, and imines was investigated. Compared to the former developed (phenylchalcogen)difluoromethylation reagents, these reagents are relatively easily available and more atom-economical in fluoroalkylation reactions. It was found that the efficient nucleophilic (phenylchalcogen)difluoromethylation of aldehydes, ketones, and imines could be

  制备了一系列含硫，硒和碲的（苯基硫属元素）二氟甲基化试剂PhSCF 2 H（1a），PhSeCF 2 H（1b）和PhTeCF 2 H （1c），它们对醛，酮，对亚胺进行了调查。与以前开发的（苯基硫属元素化物）二氟甲基化试剂相比，这些试剂相对容易获得，并且在氟代烷基化反应中更经济。发现用1a - 1c可以实现醛，酮和亚胺的有效亲核性（苯硫族元素）二氟甲基化。试剂1a和1b与羰基化合物和亚胺的反应活性比1c高，并且PhOCF 2 H（1d）无法进行类似的氟烷基化反应。
• α,α-Difluoro-α-phenylsulfanylmethyl carbanion equivalent: a novel gem-difluoromethylenation of carbonyl compounds
  作者：Manat Pohmakotr、Kanhokthron Boonkitpattarakul、Winai Ieawsuwan、Suwatchai Jarussophon、Nongnaphat Duangdee、Patoomratana Tuchinda、Vichai Reutrakul

  DOI：10.1016/j.tet.2006.04.015

  日期：2006.6

  alpha,alpha-Difluoro-alpha-phenylsulfanyl-alpha-trimethylsilylmethane (PhSCF2SiMe3) has been demonstrated as an alpha,alpha-difluoro-alpha-plhenylsulfanylmethyl carbanion equivalent. gem-Difluorophenylsulfanylmethylation of carbonyl compounds has been successfully achieved by using PhSCF2SiMe3 in the presence of TBAF in THE The adducts have been converted to the corresponding gem-difluoroalkenes by a novel pyrolytic and/or FVP elimination of the beta-hydroxy-alpha-phenyisufinyl derivatives under reduced pressure. (c) 2006 Elsevier Ltd. All rights reserved.