N-(2-allyl-phenyl)-4-methoxybenzenesulfonamide

• 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: N-(2-allyl-phenyl)-4-methoxybenzenesulfonamide
• 英文别名: 4-methoxy-N-(2-prop-2-enylphenyl)benzenesulfonamide
• 化学式: C₁₆H₁₇NO₃S
• 分子量: 303.382
• InChiKey: JGKRTKJJKNPDLH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  63.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(2-allyl-phenyl)-4-methoxybenzenesulfonamide 在 copper diacetate 、 caesium carbonate 、 二甲基亚砜 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以63%的产率得到8-Methoxy-10a,11-dihydro-10H-5-thia-4b-aza-benzo[b]fluorene 5,5-dioxide
  参考文献：
  名称：

  Copper(II) Acetate Promoted Oxidative Cyclization of Arylsulfonyl-o-allylanilines

  摘要：

  Tosyl-o-allylaniline 1 undergoes oxidative cyclization to produce tetracycle 2 upon treatment with Cu(OAc)(2) and Cs2CO3 at 120 degreesC. The scope of the reaction was extended to other N-sulfonylated aromatic systems.

  DOI：

  10.1021/ol049702+
• 作为产物：
  描述：

  2-allyl-phenylamine 、 对甲氧基苯磺酰氯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以80%的产率得到N-(2-allyl-phenyl)-4-methoxybenzenesulfonamide
  参考文献：
  名称：

  通过BINAP（S）催化烯丙基苯胺的溴氨基环化反应对2-溴甲基吲哚进行对映选择性合成

  摘要：

  描述了由BINAP（S）（BINAP一硫化物）催化的N-溴代琥珀酰亚胺（NBS）对烯丙基苯胺的对映选择性溴化。该方案可以提供一系列手性2-溴甲基吲哚啉，其收率好至极好，ee最高可达87％。此外，所得的手性2-溴甲基吲哚啉可以轻松转化为合成有用的手性结构单元。

  DOI：

  10.1002/adsc.201700106

文献信息

• Palladium-catalyzed selective aminoamidation and aminocyanation of alkenes using isonitrile as amide and cyanide sources
  作者：Huanfeng Jiang、Hanling Gao、Bifu Liu、Wanqing Wu

  DOI：10.1039/c4cc07743a

  日期：——

  An efficient aminoamidation and aminocyanation reaction of alkenes has been developed for the synthesis of substituted indolines, tetrahydroisoquinolines and pyrrolidines.

  已开发出一种高效的烯烃氨酰化和氨基氰化反应，用于合成取代吲哚烷、四氢异喹啉和吡咯烷。
• Palladium-Catalyzed Asymmetric Allylic C–H Functionalization for the Synthesis of Hydroquinolines through Intermolecular [4+2] Cycloadditions
  作者：Kai Wang、Xiangfeng Lin、Yan Liu、Can Li

  DOI：10.1021/acscatal.1c02489

  日期：2021.9.3

  Catalytic asymmetric [4+2] cycloadditions via allylic C–H functionalization are of great interest and importance but remain unexplored. We report herein an intermolecular [4+2] cycloaddition involving the direct Pd(0)-catalyzed allylic C–H functionalization with readily accessible olefin substrates. Key to the success of this reaction is a chiral alkylphosphine ligand, which enables the asymmetric allylic

  通过烯丙基 C-H 官能化的催化不对称 [4+2] 环加成反应具有重要意义和重要性，但仍有待探索。我们在此报告了一种分子间 [4+2] 环加成反应，该反应涉及直接 Pd(0) 催化的烯丙基 C-H 官能化与易于获得的烯烃底物。该反应成功的关键是手性烷基膦配体，它使不对称烯丙基 C-H 烷基化能够以高非对映选择性（高达 >20:1）和对映选择性（高达 98% ee）提供广泛的氢喹啉。对照实验表明烯丙基 C-H 官能化可能通过协调的质子和双电子转移过程发生。
• Cascade Radical Reaction of <i>N</i>-Sulfonyl-2-allylanilines with [60]Fullerene: Synthesis and Functionalization of (2-Indolinyl)methylated Hydrofullerenes
  作者：Sheng-Peng Jiang、Mengmeng Zhang、Cheng-Yu Wang、Shangfeng Yang、Guan-Wu Wang

  DOI：10.1021/acs.orglett.7b02343

  日期：2017.10.6

  radical reaction of N-sulfonyl-2-allylanilines with [60]fullerene has been developed to efficiently provide novel and scarce (2-indolinyl)methylated hydrofullerenes, featuring a broad substrate scope and excellent functional group tolerance. A plausible reaction mechanism for the formation of (2-indolinyl)methylated hydrofullerenes is proposed on the basis of the experimental results. In addition, further

  N-磺酰基-2-烯丙啉与[60]富勒烯的铜促进的级联自由基反应已被开发出来，以有效地提供新颖且稀缺的（2-吲哚基）甲基化的氢富勒烯，具有广泛的底物范围和出色的官能团耐受性。在实验结果的基础上，提出了形成（2-吲哚基）甲基化的氢富勒烯的合理反应机理。另外，还研究了进一步转化为[60]富勒烯的其他碳环衍生物，以及它们在所得产品的有机光伏器件中的应用。
• [EN] METHOD OF TREATING OR PREVENTING CANCER<br/>[FR] MÉTHODE DE TRAITEMENT OU DE PRÉVENTION DU CANCER
  申请人：US HEALTH

  公开号：WO2011009059A2

  公开（公告）日：2011-01-20

  Disclosed is a method for inhibiting Akt, activating AMPK, inhibiting mTOR, treating or preventing development of cancer, and/or preventing progression of premalignant lesions to cancer in an animal comprising administering to the animal an effective amount of a compound as described herein, for example, NSC 743411, whose formula is set forth below. The method involves the use of these compounds as single agents or in combination with conventional chemotherapy, biological therapy, or radiation therapy. The invention further provides novel compounds and pharmaceutical compositions for use in treating or preventing development of cancer or preventing the progression of premalignant lesions into cancer. Also disclosed is a method of inhibiting CSF1R.
• Copper(II) Acetate Promoted Oxidative Cyclization of Arylsulfonyl-<i>o</i>-allylanilines
  作者：Eric S. Sherman、Sherry R. Chemler、Tai Boon Tan、Oksana Gerlits

  DOI：10.1021/ol049702+

  日期：2004.5.1

  Tosyl-o-allylaniline 1 undergoes oxidative cyclization to produce tetracycle 2 upon treatment with Cu(OAc)(2) and Cs2CO3 at 120 degreesC. The scope of the reaction was extended to other N-sulfonylated aromatic systems.