benzylimino-(4-methylphenyl)-oxo-prop-2-enyl-λ6-sulfane | 138711-66-7

• 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: benzylimino-(4-methylphenyl)-oxo-prop-2-enyl-λ6-sulfane
• CAS: 138711-66-7
• 化学式: C₁₇H₁₉NOS
• 分子量: 285.41
• InChiKey: HTVPLKJKQCMCRH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.21
• 重原子数：
  20.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  29.43
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  benzylimino-(4-methylphenyl)-oxo-prop-2-enyl-λ6-sulfane 、 碘乙烷 在 正丁基锂 作用下， 生成 benzylimino-(4-methylphenyl)-oxo-pent-1-en-3-yl-λ6-sulfane
  参考文献：
  名称：

  Synthesis, deprotonation, and alkylation of S-allyl sulfoximines

  摘要：

  N-Phenyl-S-(4-methylphenyl)-sulfoximidoyl chloride 1 reacts with allyltrimethylsilane in the presence of aluminum chloride to give benzothiazine 4 in fair yield along with a small amount of S-allyl sulfoximine 3a. On the other hand, 1 reacts with allyltributyltin to give the S-allyl sulfoximine 3a almost exclusively. This latter reaction appears to be general. The sulfoximine 3a is thermally stable and can be deprotonated smoothly with n-BuLi. The anion reacts regioselectively but not stereoselectively with simple alkylating agents. Reactions of the anion with selected aldehydes and enones proceeds with some regiocontrol and, with some exceptions, little stereocontrol.

  DOI：

  10.1016/0040-4039(91)80202-h
• 作为产物：
  描述：

  N-benzyl-4-methylbenzenesulfinamide 在 三氯化铝 、 次氯酸叔丁酯 作用下， 以 二氯甲烷 为溶剂， 生成 benzylimino-(4-methylphenyl)-oxo-prop-2-enyl-λ6-sulfane
  参考文献：
  名称：

  Synthesis, deprotonation, and alkylation of S-allyl sulfoximines

  摘要：

  N-Phenyl-S-(4-methylphenyl)-sulfoximidoyl chloride 1 reacts with allyltrimethylsilane in the presence of aluminum chloride to give benzothiazine 4 in fair yield along with a small amount of S-allyl sulfoximine 3a. On the other hand, 1 reacts with allyltributyltin to give the S-allyl sulfoximine 3a almost exclusively. This latter reaction appears to be general. The sulfoximine 3a is thermally stable and can be deprotonated smoothly with n-BuLi. The anion reacts regioselectively but not stereoselectively with simple alkylating agents. Reactions of the anion with selected aldehydes and enones proceeds with some regiocontrol and, with some exceptions, little stereocontrol.

  DOI：

  10.1016/0040-4039(91)80202-h

文献信息

• S^VI–C Linkage for Allylsulfonximines via BF₃-Mediated Allylation
  作者：Daming Zeng、Suqin Zhao、Wei-Ping Deng、Xuefeng Jiang

  DOI：10.1021/acs.orglett.3c01902

  日期：2023.8.4