N-烯丙基苯磺酰胺 | 50487-70-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-烯丙基苯磺酰胺
• 英文名称: N-allylbenzenesulfonamide
• 英文别名: N-prop-2-enylbenzenesulfonamide
• CAS: 50487-70-2
• 化学式: C₉H₁₁NO₂S
• mdl: MFCD00665980
• 分子量: 197.258
• InChiKey: AUSDMZUIKMAAEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.111
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2935009090

反应信息

• 作为反应物：
  描述：

  N-烯丙基苯磺酰胺 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 palladium diacetate silver(I) acetate 、 potassium carbonate 、 三乙胺 、 三苯基膦 作用下， 以 甲苯 为溶剂， 反应 56.0h， 生成 methyl (1S,3S,3aR,6aR)-5-(benzenesulfonyl)-3-methyl-1-phenyl-6a-(thiophene-2-carbonyl)-2,3a,4,6-tetrahydro-1H-pyrrolo[3,4-c]pyrrole-3-carboxylate
  参考文献：
  名称：

  Sequential Pd/Ru-catalysed allenylation/olefin metathesis/1,3-dipolar cycloaddition route to novel heterocycles

  摘要：

  A novel sequential palladium/ruthenium-catalysed four component process is described involving carbonylation of an aryl/heteroaryl iodide followed by allenylation to generate (pi-allyl) palladium species which are intercepted by nitrogen nucleophiles to afford 1,6-dienes. Subsequent Ring-Closing Metathesis (RCM) affords C-acyl-N-heterocycles in good yield. These heterocycles proved to be active dipolarophiles in sequential and cascade 1,3-dipolar cycloaddition reactions (1,3-DC) as exemplified by reactions with nitrones and azomethine ylides. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02736-3
• 作为产物：
  描述：

  N-allyl-N-(prop-2-yn-1-yl)benzenesulfonamide 在 4-二甲氨基吡啶 、 三丁基膦 作用下， 以 甲苯 为溶剂， 反应 20.0h， 以32%的产率得到N-烯丙基苯磺酰胺
  参考文献：
  名称：

  钌催化下磺酰胺和酰胺中N-炔丙基的选择性裂解

  摘要：

  描述了在钌催化下N-炔丙基从磺酰胺和酰胺的选择性裂解。该反应可耐受各种官能团，并以10–95％的收率获得了所需的产物。

  DOI：

  10.1016/j.tetlet.2018.03.046

文献信息

• Radical-chain reactions of sulfonyl azides and of ethyl azidoformate with allylstannanes: homolytic allylation at nitrogen
  作者：Hai-Shan Dang、Brian P. Roberts

  DOI：10.1039/p19960001493

  日期：——

  amounts of allyl 4-methylphenyl sulfone were also formed. The reaction follows a free-radical chain mechanism which involves competitive addition of Ph3Sn˙ to Na and to Nc of the azido group in ArSO2NaNbNc. Addition to Na followed by loss of nitrogen gives ArSO2ṄSnPh3, the precursor of the N-allylarenesulfonamide, while addition to Nc leads to the formation of ArṠO2 and thence to the allyl aryl sulfone

  在2,2'-偶氮双（2-甲基丙腈）作为引发剂的存在下，4-甲基苯磺酰叠氮化物与烯丙基三苯基锡烷（ATPS）在回流的苯中反应，经过水解处理后以良好的收率得到N-烯丙基-4-甲基苯磺酰胺。也形成少量的烯丙基4-甲基苯基砜。该反应如下涉及竞争性加入pH的自由基链机构3 SN至N一个和至N ç叠氮基的在ARSO 2 Ñ一个Ñ b Ñ Ç。除了到N一个用氮气的损失给出ARSO 2 ṄSnPh 3，所述的前体Ñ-allylarenesulfonamide，而除了到N Ç导致ARFO的形成2和从此到烯丙基芳基砜。以类似的方式，以ATPS Allyltrimethylstannane的行为，但allyltributylstannane仅给出的低产率Ñ -allylarenesulfonamide和主要产物是未取代的磺酰胺的MeC 6 H ^ 4 SO 2 NH 2，其结果，因为自由基ARSO 2 ṄSnBu
• A ring closing metathesis-manganese dioxide oxidation sequence for the synthesis of substituted pyrroles
  作者：Aaron Keeley、Shane McCauley、Paul Evans

  DOI：10.1016/j.tet.2016.03.088

  日期：2016.5

  The combination of ring closing, or enyne metathesis with oxidation in order to prepare N-sulfonyl pyrroles is described. Reasonable to good yields were obtained for a variety of substituents and the procedure may also be conducted in one-pot. 2-Bromo N-sulfonyl adducts prepared in this manner were subjected to an intramolecular Heck-type cyclisation, forming cyclic sulfonamides.

  描述了闭环或烯炔复分解与氧化的组合以制备N-磺酰基吡咯。对于各种取代基均获得了合理的高收率，该方法也可以一锅进行。将以此方式制备的2-溴N-磺酰基加合物进行分子内Heck型环化，形成环状磺酰胺。
• [EN] CONTRAST AGENTS<br/>[FR] AGENTS DE CONTRASTE
  申请人：BRACCO IMAGING SPA

  公开号：WO2017178301A1

  公开（公告）日：2017-10-19

  The present invention relates to new class of functionalized polyazamacrocycles including at least one phosphonic or phosphinic group linked to a nitrogen atom of the macrocyclic cage, and capable of chelating paramagnetic metal ions, their chelated complexes with metal ions and the use thereof as contrast agents, particularly suitable for Magnetic Resonance Imaging (MRI) analysis.

  本发明涉及一类新型的功能化多氮杂环，至少含有一个与环状笼的氮原子相连的磷onic或磷inic基团，并且能够螯合顺磁性金属离子，及其与金属离子的螯合复合物，以及它们作为对比剂的使用，特别适用于磁共振成像（MRI）分析。
• PTAB mediated open air synthesis of sulfonamides, thiosulfonates and symmetrical disulfanes
  作者：Debayan Sarkar、Manoj Kumar Ghosh、Nilendri Rout

  DOI：10.1016/j.tetlet.2018.05.017

  日期：2018.6

  A facile methodology has been described which has successfully simplified the generation of sulfonamides, thiosulfonates and symmetric disulfanes. This “trio” of reactions occur in an open air metal free atmosphere and has also been scaled up to grams making it suitable for commercialization. The reactions also have been successfully carried out with asymmetric variants, thus contributing to the chiral

  已经描述了一种简便的方法，该方法已成功简化了磺酰胺，硫代磺酸盐和对称二硫烷的生成。这种“三重”反应发生在无金属的露天气氛中，并且也已按比例放大至克，使其适合商业化。该反应还已经成功地用不对称变体进行，因此有助于手性库。用户友好的“三重奏”能够轻松生成这些多用途的硫类似物，并且所采用的反应条件反映了经济状况。
• Optimizing the ratio of vinyl radical cyclizations through catalysis with diphenyl diselenide
  作者：David Crich、Jae-Taeg Hwang、Hui Liu

  DOI：10.1016/0040-4039(96)00526-6

  日期：1996.4

  The 5-exo/6-endo product ratio in the stannane mediated cyclizations of vinyl iodides is very significantly improved by operating in the presence of catalytic PhSeSePh with no loss in overall cyclization yield.

  在有催化作用的PhSeSePh存在下，在碘化锡的锡烷介导的环化反应中，5-exo / 6-endo产物比率得到了显着提高，而总环化收率没有损失。