benzyl fluorosulfonyldifluoroacetate

• 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: benzyl fluorosulfonyldifluoroacetate
• 英文别名: Benzyl 2,2-difluoro-2-fluorosulfonylacetate
• 化学式: C₉H₇F₃O₄S
• 分子量: 268.213
• InChiKey: HCEMRGWHTPWNMQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  68.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  benzyl fluorosulfonyldifluoroacetate 在 copper(l) iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 以71%的产率得到2,2,2-三氟乙基苯
  参考文献：
  名称：

  Novel synthesis of 2,2,2-trifluoroethyl compounds from homoallylic alcohols: a copper(I) iodide-initiated trifluoromethyl–dehydroxylation process

  摘要：

  Benzyl, prop-2-ynyl and allyl chlorodifluoroacetates 3a, bromodifluoroacetates 3b or fluorosulfonyl-difluoroacetates 3c, when decomposed in the presence of 1 equivalent of copper(I) iodide at an appropriate temperature in dimethylformamide, gave the corresponding trifluoromethyl derivatives in good to excellent yields. The products can also be obtained directly by ester exchange of XCF2CO2Et (X = FSO2, Cl, Br) 6 and the corresponding alcohols in the presence of KF and Cul. A trifluoromethylation-dehydroxylation mechanism, initiated by Cul, is proposed.

  DOI：

  10.1039/p19940000725
• 作为产物：
  描述：

  2-(氟磺酰基)二氟乙酰基氟化物 、 苯甲醇 在 吡啶 作用下， 反应 0.17h， 以87%的产率得到benzyl fluorosulfonyldifluoroacetate
  参考文献：
  名称：

  Novel synthesis of 2,2,2-trifluoroethyl compounds from homoallylic alcohols: a copper(I) iodide-initiated trifluoromethyl–dehydroxylation process

  摘要：

  Benzyl, prop-2-ynyl and allyl chlorodifluoroacetates 3a, bromodifluoroacetates 3b or fluorosulfonyl-difluoroacetates 3c, when decomposed in the presence of 1 equivalent of copper(I) iodide at an appropriate temperature in dimethylformamide, gave the corresponding trifluoromethyl derivatives in good to excellent yields. The products can also be obtained directly by ester exchange of XCF2CO2Et (X = FSO2, Cl, Br) 6 and the corresponding alcohols in the presence of KF and Cul. A trifluoromethylation-dehydroxylation mechanism, initiated by Cul, is proposed.

  DOI：

  10.1039/p19940000725

文献信息

• SUBSTITUTED TRIFLUOROBENZOIC ACIDS, ESTERS THEREOF, AND PROCESS FOR PRODUCING THE SAME
  申请人：Ube Industries, Ltd.

  公开号：EP0968994A1

  公开（公告）日：2000-01-05

  The present invention is to provide a trifluoro-substituted benzoic acid, an ester thereof, particularly 2,3,4-trifluoro-5-iodobenzoic acid, 2,3,4-trifluoro-5-trifluoromethylbenzoic acid, esters thereof, which are useful as a starting material for synthesizing a quinolonecarboxylic acid compound useful as a medicine, an anti-bacterial agent or an antiviral agent, and processes for preparing these compounds and 2,4,5-trifluoro-3-iodobenzoic acid, 2,4,5-trifluoro-3-trifluoromethylbenzoic acid and esters thereof.

  本发明旨在提供一种三氟取代苯甲酸及其酯类，特别是2,3,4-三氟-5-碘苯甲酸、2,3,4-三氟-5-三氟甲基苯甲酸及其酯类、2,4,5- 三氟-3-碘苯甲酸、2,4,5-三氟-3-三氟甲基苯甲酸及其酯类，这些化合物可作为合成用作药物、抗菌剂或抗病毒剂的喹啉羧酸化合物的起始原料，以及制备这些化合物和 2,4,5-三氟-3-碘苯甲酸、2,4,5-三氟-3-三氟甲基苯甲酸及其酯类的工艺。
• PROCESS FOR PRODUCING SUBSTITUTED TRIFLUOROBENZOIC ACIDS AND ESTERS THEREOF
  申请人：Ube Industries, Ltd.

  公开号：EP0968994B1

  公开（公告）日：2002-11-06
• US6160171A
  申请人：——

  公开号：US6160171A

  公开（公告）日：2000-12-12
• US6307091B1
  申请人：——

  公开号：US6307091B1

  公开（公告）日：2001-10-23
• Novel synthesis of 2,2,2-trifluoroethyl compounds from homoallylic alcohols: a copper(<scp>I</scp>) iodide-initiated trifluoromethyl–dehydroxylation process
  作者：Jian-Xing Duan、Qing-Yun Chen

  DOI：10.1039/p19940000725

  日期：——

  Benzyl, prop-2-ynyl and allyl chlorodifluoroacetates 3a, bromodifluoroacetates 3b or fluorosulfonyl-difluoroacetates 3c, when decomposed in the presence of 1 equivalent of copper(I) iodide at an appropriate temperature in dimethylformamide, gave the corresponding trifluoromethyl derivatives in good to excellent yields. The products can also be obtained directly by ester exchange of XCF2CO2Et (X = FSO2, Cl, Br) 6 and the corresponding alcohols in the presence of KF and Cul. A trifluoromethylation-dehydroxylation mechanism, initiated by Cul, is proposed.