2-[(2,4,6-trimethylphenyl)sulfonyl]aminophenol | 318469-71-5

• 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: 2-[(2,4,6-trimethylphenyl)sulfonyl]aminophenol
• 英文别名: N-(2-hydroxyphenyl)-2,4,6-trimethylbenzenesulfonamide
• CAS: 318469-71-5
• 化学式: C₁₅H₁₇NO₃S
• 分子量: 291.371
• InChiKey: RMOZXSNZQFOVLF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  74.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (Z)-4-hydroxybut-2-en-1-yl methyl carbonate 、 2-[(2,4,6-trimethylphenyl)sulfonyl]aminophenol 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以42%的产率得到(Z)-4-[N-(2-hydroxyphenyl)-N-(2,4,6-trimethylphenyl)sulfonyl]amino-1-(methoxycarbonyloxy)but-2-ene
  参考文献：
  名称：

  Palladium(0)-catalyzed asymmetric synthesis of 2-vinylmorpholine and 2-vinylpiperazine. Influence of the biscarbonate structure on the enantioselectivity

  摘要：

  Palladium-catalyzed cyclization of N,N-bis(p-tolylsulfonyl)-o-phenylenediamine 2b and 2-[(2,4,6-trimethylphenyl)sulfonyl] aminophenol 2c with three allylic biscarbonates 1a-c gave quite different enantioselectivities. This indicates that the cyclization processes do not have a common intermediate, as in the case of benzene-1,2-diol. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00315-3
• 作为产物：
  描述：

  2,4,6-三甲基苯磺酰氯 、 2-氨基苯酚 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以45%的产率得到2-[(2,4,6-trimethylphenyl)sulfonyl]aminophenol
  参考文献：
  名称：

  Palladium(0)-catalyzed asymmetric synthesis of 2-vinylmorpholine and 2-vinylpiperazine. Influence of the biscarbonate structure on the enantioselectivity

  摘要：

  Palladium-catalyzed cyclization of N,N-bis(p-tolylsulfonyl)-o-phenylenediamine 2b and 2-[(2,4,6-trimethylphenyl)sulfonyl] aminophenol 2c with three allylic biscarbonates 1a-c gave quite different enantioselectivities. This indicates that the cyclization processes do not have a common intermediate, as in the case of benzene-1,2-diol. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00315-3

文献信息

• Palladium-catalyzed tandem allylic substitution/cyclization and cascade hydrosilylated reduction: the influence of reaction parameters and hydrosilanes on the stereoselectivity
  作者：Peng-Wei Long、Jian-Xing Xu、Xing-Feng Bai、Zheng Xu、Zhan-Jiang Zheng、Ke-Fang Yang、Li Li、Li-Wen Xu

  DOI：10.1039/c8ra02995d

  日期：——

  palladium-catalyzed tandem allylic alkylation in the presence of Fei-Phos (a chiral trans-1,2-diaminocyclohexane-derived phosphine ligand), the effect of different phosphine ligands, inorganic or organic bases, Brønsted acids, and other additives on the asymmetric palladium-catalysed alkylation of catechol with allylic diacetate was investigated. In this reaction, 2-vinyl-2,3-dihydro-benzo[1,4]dioxin products with

  为了阐明在 Fei-Phos（手性反式-1,2-二氨基环己烷衍生的膦配体）存在下反应参数对钯催化的串联烯丙基烷基化的影响，不同膦配体、无机或有机碱的影响、布朗斯台德酸和其他添加剂对邻苯二酚与烯丙基二乙酸酯的不对称钯催化烷基化作用进行了研究。在该反应中，以良好的收率获得了具有良好对映选择性的 2-vinyl-2,3-dihydro-benzo[1,4]dioxin 产物。此外，据报道，甲基苯基硅烷辅助的新型钯催化三组分和一锅烯丙基取代/环化/还原反应具有良好的选择性。
• Chemodivergence in Pd-catalyzed desymmetrization of allenes: enantioselective [4+3] cycloaddition, desymmetric allenylic substitution and enynylation
  作者：Pengfei Luo、Long Li、Xinfang Mao、Zheng Sun、Yingcheng Wang、Fangzhi Peng、Zhihui Shao

  DOI：10.1039/d3sc04581a

  日期：——

  elusive Pd-catalyzed enantioselective intramolecular allenylic substitution rather than intermolecular allenylic substitution is the enantio-determining step in this cycloaddition. By tuning the ligands, a Pd-catalyzed enantioselective desymmetric allenylic substitution leading to linear axially chiral tri-substituted allenes or a Pd-catalyzed tandem desymmetric allenylic substitution/β-vinylic hydrogen

  首次将一类前手性联烯双亲电试剂作为三原子合成子引入环加成中，并成功开发了一种涉及过渡金属催化对映选择性顺序联烯取代的新型[4+3]环加成，使具有挑战性的七元环外轴向手性丙二烯能够以良好的收率和良好的对映选择性获得。通过加入催化量的邻氨基苯胺或邻氨基苯酚，有效抑制了[4+3]环加成产物的外消旋化。机理研究表明，难以捉摸的钯催化的对映选择性分子内联烯基取代而不是分子间联烯基取代是该环加成中的对映体决定步骤。通过调整配体，Pd 催化的对映选择性不对称联烯基取代可产生线性轴向手性三取代丙二烯，或 Pd 催化的串联不对称联烯基取代/β-乙烯基氢消除（正式烯基化）可产生多功能化 1,3-烯炔是通过化学发散方式实现的。
• Palladium(0)-catalyzed asymmetric synthesis of 2-vinylmorpholine and 2-vinylpiperazine. Influence of the biscarbonate structure on the enantioselectivity
  作者：Magali Massacret、Rajae Lakhmiri、Paul Lhoste、Christelle Nguefack、Fouad B Ben Abdelouahab、Rachid Fadel、Denis Sinou

  DOI：10.1016/s0957-4166(00)00315-3

  日期：2000.9

  Palladium-catalyzed cyclization of N,N-bis(p-tolylsulfonyl)-o-phenylenediamine 2b and 2-[(2,4,6-trimethylphenyl)sulfonyl] aminophenol 2c with three allylic biscarbonates 1a-c gave quite different enantioselectivities. This indicates that the cyclization processes do not have a common intermediate, as in the case of benzene-1,2-diol. (C) 2000 Elsevier Science Ltd. All rights reserved.