4-methyl-N-[2,2,2-trifluoro-1-(4-nitrophenyl)ethyl]benzenesulfonamide

• 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: 4-methyl-N-[2,2,2-trifluoro-1-(4-nitrophenyl)ethyl]benzenesulfonamide
• 化学式: C₁₅H₁₃F₃N₂O₄S
• 分子量: 374.34
• InChiKey: SNSVOAWSGCCQPA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  100
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  三氟碘甲烷 、 (E)-4-methyl-N-(4-nitrobenzylidene)benzenesulfonamide 在 四(二甲氨基)乙烯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以76%的产率得到4-methyl-N-[2,2,2-trifluoro-1-(4-nitrophenyl)ethyl]benzenesulfonamide
  参考文献：
  名称：

  Nucleophilic Trifluoromethylation of Imines Using the CF₃I/TDAE Reagent

  摘要：

  The nucleophilic trifluoromethylation reagent derived from CF3I and tetrakis(dimethylamino)ethylene (TDAE) was found to be effective in addition to both N-tosyl aldimines and N-tolyl sulfinimines, the latter reaction exhibiting very good diastereoselectivity.

  DOI：

  10.1021/jo050483v

文献信息

• Tri-<i>tert</i>-butylphosphine is an Efficient Promoter for the Trifluoromethylation Reactions of Aldehydes, Ketones, Imides and Imines
  作者：Norio Shibata、Takeshi Toru、Satoshi Mizuta、Takayuki Sato、Hiroyuki Fujimoto、Shuichi Nakamura

  DOI：10.1055/s-2006-926223

  日期：——

  A truly catalytic nucleophilic trifluoromethylation reaction of carbonyl compounds with Ruppert’s reagent, Me3SiCF3, has been shown to be efficiently promoted by a P(t-Bu)3-DMF system. Imines were also converted to the desired α-trifluoromethyl amines under similar reaction conditions.

  卡宾结合物与卢普尔特试剂（Me3SiCF3）的真正催化亲核三氟甲基化反应已被证明可通过P(t-Bu)3-DMF系统高效促进。在类似的反应条件下，亚胺也被转化为所需的α-三氟甲基胺。
• Lewis Base-Catalyzed Perfluoroalkylation of Carbonyl Compounds and Imines with (Perfluoroalkyl)trimethylsilane
  作者：Yoshikazu Kawano、Nobuya Kaneko、Teruaki Mukaiyama

  DOI：10.1246/bcsj.79.1133

  日期：2006.7

  Lewis base-catalyzed perfluoroalkylation of carbonyl compounds and aldimines with (perfluoroalkyl)trimethylsilanes (TMSCF3, TMSC2F5, and TMSC3F7) is described. The nitrogen- or oxygen-containing an...

  描述了路易斯碱催化羰基化合物和醛亚胺与（全氟烷基）三甲基硅烷（TMSCF3、TMSC2F5 和 TMSC3F7）的全氟烷基化。含氮或含氧...
• TTMPP-catalyzed trifluoromethylation of carbonyl compounds and imines with trifluoromethylsilane
  作者：Satoru Matsukawa、Marina Saijo

  DOI：10.1016/j.tetlet.2008.05.053

  日期：2008.7

  A highly basic phosphine, tris(2,4,6-trimethoxyphenyl)phosphine (TTMPP), catalyzes trifluoromethylation using trifluoromethyltrimethylsilane to give the corresponding trifluoromethylated products in good to high yields, with both carbonyl compounds and imines.

  高碱性膦，三（2,4,6-三甲氧基苯基）膦（TTMPP）使用三氟甲基三甲基硅烷催化三氟甲基化，以羰基化合物和亚胺的高至高收率得到相应的三氟甲基化产物。
• Lewis Base-catalyzed Trifluoromethylation of Aldimines with (Trifluoromethyl)trimethylsilane
  作者：Yoshikazu Kawano、Hidehiko Fujisawa、Teruaki Mukaiyama

  DOI：10.1246/cl.2005.422

  日期：2005.3

  A catalytic trifluoromethylation of various aldimines with (trifluoromethyl)trimethylsilane in the presence of Lewis bases such as lithium acetate or benzoate proceeded smoothly to afford the corresponding trifluoromethylated adducts in good yields.

  在路易斯碱（如醋酸锂或苯甲酸锂）存在下，用（三氟甲基）三甲基硅烷催化各种醛亚胺的三氟甲基化反应进行顺利，并以良好的收率得到相应的三氟甲基化加合物。