N-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)-2,2,2-trifluoroacetamide | 256411-48-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二恶烷
• 英文名称: N-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)-2,2,2-trifluoroacetamide
• 英文别名: N-(2,3-dihydro-1,4-benzodioxin-6-yl)-2,2,2-trifluoroacetamide
• CAS: 256411-48-0
• 化学式: C₁₀H₈F₃NO₃
• mdl: MFCD00495166
• 分子量: 247.174
• InChiKey: QDOWSCHKYQBJPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)-2,2,2-trifluoroacetamide 在 lithium hydroxide 、 三氯化铝 、 对甲苯磺酸 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 生成 benzyl N-[2-(18-ethyl-18-hydroxy-19,23-dioxo-6,9,20-trioxa-13,24-diazahexacyclo[12.11.0.03,12.05,10.015,24.017,22]pentacosa-1,3,5(10),11,13,15,17(22)-heptaen-2-yl)ethyl]-N-(2-methylbutyl)carbamate
  参考文献：
  名称：

  Synthesis and in vitro cytotoxicity of hexacyclic camptothecin analogues

  摘要：

  A series of C(7)-N-alkylaminoethyl-C(10), C(11)-methylenedioxy- and ethylenedioxy-camptothecin (3a-g, 4a-h) were prepared. Their syntheses and in vitro cytotoxicity were reported. Among 15 derivatives, 3a and 3b showed more potent cytotoxicity than Camptothecin, especially in CAOV-3 cell line. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00555-7
• 作为产物：
  描述：

  6-氨基-1,4-苯并二氧杂环 、 三氟乙酸酐 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以94%的产率得到N-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)-2,2,2-trifluoroacetamide
  参考文献：
  名称：

  Synthesis and in vitro cytotoxicity of hexacyclic camptothecin analogues

  摘要：

  A series of C(7)-N-alkylaminoethyl-C(10), C(11)-methylenedioxy- and ethylenedioxy-camptothecin (3a-g, 4a-h) were prepared. Their syntheses and in vitro cytotoxicity were reported. Among 15 derivatives, 3a and 3b showed more potent cytotoxicity than Camptothecin, especially in CAOV-3 cell line. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00555-7

文献信息

• Arenethiolate as a Dual Function Catalyst for Photocatalytic Defluoroalkylation and Hydrodefluorination of Trifluoromethyls
  作者：Can Liu、Kang Li、Rui Shang

  DOI：10.1021/acscatal.2c00592

  日期：2022.4.1

  a photocatalyst in photoredox catalysis, but we report herein that an arene thiolate with an appropriate substituent can be photoactivated under visible light to function as both a strongly reducing electron-donating redox catalyst and a HAT catalyst to enable catalytic C–F activation of trifluoromethyl substrates for selective hydrodefluorination and coupling with various alkenes in the presence of

  已知硫醇在光氧化还原催化中充当与光催化剂协同作用的氢原子转移催化剂，但我们在本文中报道了具有适当取代基的芳烃硫醇盐可以在可见光下光活化，从而起到强还原性给电子氧化还原的作用催化剂和 HAT 催化剂能够催化 C-F 活化三氟甲基底物，用于选择性加氢脱氟并在甲酸盐存在下与各种烯烃偶联。这些反应证明了硫醇盐作为双功能光催化剂的前景广阔。该方法的合成效用通过适用的三氟甲基底物的广泛范围来证明，包括三氟甲基化（杂）芳烃、三氟乙酸盐和三氟乙酰胺，它们表现出高水平的化学选择性。
• Synthesis and in vitro cytotoxicity of hexacyclic camptothecin analogues
  作者：Sang-sup Jew、Hee-Jin Kim、Myoung Goo Kim、Eun-Young Roh、Chung Il Hong、Joon-Kyum Kim、Jun-Hee Lee、Heesoon Lee、Hyeung-geun Park

  DOI：10.1016/s0960-894x(99)00555-7

  日期：1999.11

  A series of C(7)-N-alkylaminoethyl-C(10), C(11)-methylenedioxy- and ethylenedioxy-camptothecin (3a-g, 4a-h) were prepared. Their syntheses and in vitro cytotoxicity were reported. Among 15 derivatives, 3a and 3b showed more potent cytotoxicity than Camptothecin, especially in CAOV-3 cell line. (C) 1999 Elsevier Science Ltd. All rights reserved.