N-(2-acetylphenyl)-N-allyl-4-methylbenzenesulfonamide | 583027-80-9

• 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-acetylphenyl)-N-allyl-4-methylbenzenesulfonamide
• 英文别名: 2-(tosylallylamino)acetophenone；N-(2-acetylphenyl)-4-methyl-N-prop-2-enylbenzenesulfonamide
• CAS: 583027-80-9
• 化学式: C₁₈H₁₉NO₃S
• 分子量: 329.42
• InChiKey: OORNLBNZOFPYOT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  62.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(2-acetylphenyl)-N-allyl-4-methylbenzenesulfonamide 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以60%的产率得到N-allyl-N-(2-(1-hydroxyethyl)phenyl)-4-methylbenzenesulfonamide
  参考文献：
  名称：

  氢化镍和布朗斯台德酸催化的串联烯烃异构化/环化反应

  摘要：

  我们公开了镍/布朗斯台德酸催化的串联过程，该过程由烯丙基醚和胺的双键异构化以及随后的与亲核试剂的分子内反应组成。该方法通过在三氟甲磺酸存在下的[（Me 3 P）4 NiH] N（SO 2 CF 3）2来完成。该方法可在非常低的催化剂载量下快速接近四氢吡喃稠合的吲哚和其他氧杂环骨架。

  DOI：

  10.1021/acs.joc.0c02033
• 作为产物：
  描述：

  邻氨基苯乙酮 在 吡啶 、 potassium carbonate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 N-(2-acetylphenyl)-N-allyl-4-methylbenzenesulfonamide
  参考文献：
  名称：

  A novel synthesis of substituted quinolines using ring-closing metathesis (RCM): its application to the synthesis of key intermediates for anti-malarial agents

  摘要：

  A method for synthesizing substituted quinolines using ruthenium-catalyzed ring-closing metathesis as a key step has been developed. Substituted 1,2-dihydroquinolines, 4-silyloxy-1,2-dihydroquinoline and 4-methoxy-1,2-dihydroquinoline, were successfully synthesized in excellent yields via ene-ene metathesis and silyl or alkyl enol ether-ene metathesis, respectively. The synthetic intermediates of the antimalarial agents quinine, chloroquine, and PPMP-quinine hybrid were efficiently synthesized by this methodology. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.01.084

文献信息

• Cyanative alkene–aldehyde coupling: Ni(0)–NHC–Et2AlCN mediated chromanol synthesis with high cis-selectivity at room temperature
  作者：Chun-Yu Ho

  DOI：10.1039/b918626c

  日期：——

  Described are several classes of Ni(0) mediated cyanative alkene–aldehyde coupling reactions, providing 6-membered cores, which complement existing cyclization technology in several respects. Et2AlCN was used as both a cyclization accelerator and CN source. The NHC ligand may have a positive effect in differentiating reductive elimination and syn-β-hydride elimination.

  描述了几类Ni(0)介导的氰化烯烃-醛耦合反应，提供了6元环核心，在多个方面补充了现有的环化技术。Et2AlCN被用作环化加速剂和CN来源。NHC配体可能在区分还原消除和顺-β-氢消除方面具有积极效果。
• A convenient approach to cyclic enol phosphates via ring-closing metathesis
  作者：Alan Whitehead、Joel D. Moore、Paul R. Hanson

  DOI：10.1016/s0040-4039(03)00873-6

  日期：2003.5

  A strategy employing the second generation Grubbs catalyst in order to facilitate the generation of a variety of cyclic enol phosphates, including 2H-chromen-4-yl, 1,2-dihydroquinolin-4-yl, 2H-thiochromen-4-yl, 2H-thiochromen-4-yl 1,1-dioxide, and benzofuran-2-yl enol phosphate scaffolds is described. This work represents the first case of an olefin metathesis reaction in which one of the groups participating in the metathesis event is an enol phosphate moiety. (C) 2003 Elsevier Science Ltd. All rights reserved.