Methyl 2-[benzylsulfonyl(methyl)amino]benzoate

• 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: Methyl 2-[benzylsulfonyl(methyl)amino]benzoate
• 化学式: C₁₆H₁₇NO₄S
• 分子量: 319.381
• InChiKey: LRBWKRONVXQXSW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Methyl 2-[benzylsulfonyl(methyl)amino]benzoate 在 lithium hydroxide monohydrate 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 1.0h， 以76%的产率得到2-(N-methyl-1-phenylmethylsulfonamido)benzoic acid
  参考文献：
  名称：

  Carboxyl-Assisted meta-Selective C–H Functionalizations of Benzylsulfonamides

  摘要：

  A protocol of carboxyl-group-assisted, Pd(II)-catalyzed remote meta-C(sp2)-H olefination and arylation of benzylsulfonamides has been developed. It was supposed to proceed through a κ2 coordination of the carboxyl group to the Pd center. These findings demonstrated the versatility of carboxyl-assisted remote meta-C-H activation strategy and might stimulate the exploration of novel reactivity and selectivity of other traditional chelating groups in different contexts.

  DOI：

  10.1021/acs.orglett.0c02528
• 作为产物：
  描述：

  邻氨基苯甲酸甲酯 、 碘甲烷 、 苄磺酰氯 在 三乙胺 、 potassium carbonate 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 4.25h， 生成 Methyl 2-[benzylsulfonyl(methyl)amino]benzoate
  参考文献：
  名称：

  Carboxyl-Assisted meta-Selective C–H Functionalizations of Benzylsulfonamides

  摘要：

  A protocol of carboxyl-group-assisted, Pd(II)-catalyzed remote meta-C(sp2)-H olefination and arylation of benzylsulfonamides has been developed. It was supposed to proceed through a κ2 coordination of the carboxyl group to the Pd center. These findings demonstrated the versatility of carboxyl-assisted remote meta-C-H activation strategy and might stimulate the exploration of novel reactivity and selectivity of other traditional chelating groups in different contexts.

  DOI：

  10.1021/acs.orglett.0c02528

文献信息

• Carboxyl-Assisted <i>meta</i>-Selective C–H Functionalizations of Benzylsulfonamides
  作者：Lei Cai、Shangda Li、Chunlin Zhou、Gang Li

  DOI：10.1021/acs.orglett.0c02528

  日期：2020.10.16

  A protocol of carboxyl-group-assisted, Pd(II)-catalyzed remote meta-C(sp2)-H olefination and arylation of benzylsulfonamides has been developed. It was supposed to proceed through a κ2 coordination of the carboxyl group to the Pd center. These findings demonstrated the versatility of carboxyl-assisted remote meta-C-H activation strategy and might stimulate the exploration of novel reactivity and selectivity of other traditional chelating groups in different contexts.