N-methyl-S-(4-chlorophenyl)-S-methylsulfoximine | 67087-50-7

• 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-methyl-S-(4-chlorophenyl)-S-methylsulfoximine
• 英文别名: N,S-dimethyl-S-(4-chlorophenyl)sulfoximine；S-(p-Chlorphenyl)-N,S-dimethylsulfoxim；[(4-Chlorophenyl)(methyl)oxo-lambda6-sulfanylidene](methyl)amine；(4-chlorophenyl)-methyl-methylimino-oxo-λ6-sulfane
• CAS: 67087-50-7
• 化学式: C₈H₁₀ClNOS
• 分子量: 203.692
• InChiKey: DWQIFZYZWXPIJZ-UHFFFAOYSA-N

物化性质

• 沸点：
  298.6±42.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  37.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-methyl-S-(4-chlorophenyl)-S-methylsulfoximine 在 次氯酸叔丁酯 、 potassium carbonate 作用下， 以 二氯甲烷 为溶剂， 生成 S-Chlormethyl-S-(p-chlorphenyl)-N-methyl-sulfoximin
  参考文献：
  名称：

  Preparation of .alpha.-halo sulfoximines

  摘要：

  DOI：

  10.1021/jo00415a033
• 作为产物：
  描述：

  S-甲基-S-(4-氯苯基)亚磺酰亚胺 以68%的产率得到
  参考文献：
  名称：

  JOHNSON C. R.; CORKINS H. G., J. ORG. CHEM., 1978, 43, NO 21 4136-4140

  摘要：

  DOI：

文献信息

• Copper promoted N-alkylation of sulfoximines with alkylboronic acid under mild conditions
  作者：Surabhi Gupta、Priyanka Chaudhary、Nalluchamy Muniyappan、Shahulhameed Sabiah、Jeyakumar Kandasamy

  DOI：10.1039/c7ob02234d

  日期：——

  N-methylation of sulfoximines using methylboronic acid is reported. The reactions provide excellent yields in a short span of time under mild conditions. The optimized conditions were also found to be suitable for the N-alkylation of sulfoximine with different alkylboronic acids. In addition, N-methylation and cyclopropylation of the bioactive L-methionine sulfoximine derivative was demonstrated under standard

  据报道，使用甲基硼酸进行了铜亚甲基亚砜亚砜的N-甲基化反应。在温和条件下，反应可在短时间内提供出色的收率。还发现优化的条件适合于用不同的烷基硼酸使亚磺酰亚胺的N-烷基化。另外，在标准反应条件下证明了生物活性的L-甲硫氨酸亚磺酰亚胺衍生物的N-甲基化和环丙基化。
• Rhodium(III)-Catalyzed C−H Alkynylation of <i>N</i> -Methylsulfoximines
  作者：Tao Wang、Yi-Ning Wang、Rui Wang、Xi-Sheng Wang

  DOI：10.1002/asia.201800889

  日期：2018.9.4

  A rhodium(III)‐catalyzed direct C−H alkynylation of a wide range of N‐methylsulfoximines with (bromoethynyl)triisopropylsilane has been developed. This protocol is compatible with both (S,S)‐diaryl sulfoximines and (S,S)‐alkyl aryl sulfoximines, and shows mild conditions, and good functional group tolerance. The synthetic utility of this method has been demonstrated by subsequent various transformations

  已经开发出了铑（III）催化的N-甲基亚砜肟与（溴乙炔基）三异丙基硅烷的广泛CHN炔基化反应。此协议是与两者（兼容小号，小号）-diaryl亚磺酰亚胺和（小号，小号） -烷基芳基的亚磺酰亚胺，和节目温和的条件，和良好的官能团耐受性。该方法的合成效用已通过随后的各种产物转化得到证明。
• Direct Access to N-Alkylsulfoximines from Sulfides by a Sequential Imidation/Oxidation Procedure
  作者：Vincent Bizet、Carsten Bolm、Carl Dannenberg

  DOI：10.1055/s-0034-1380536

  日期：——

  Synthetically relevant N-alkyl-substituted sulfoximines are directly prepared from sulfides by an unprecedented one-pot imidation/oxidation sequence. In situ generated N-bromoalkylamines serve as readily accessible imidating agents leading to N-alkylsulfiliminium bromides that are subsequently oxidized providing the corresponding N-alkylsulfoximines. In this manner, gram quantities of the products can be obtained in a short period of time avoiding the use of toxic and cumbersome to handle alkylating reagents.