2,2-dimethyl-1-(toluene-4-sulfonyl)-1,1a,2,7b-tetrahydro-3-oxa-1-azacyclopropa[a]naphthalene-6-carbonitrile

• 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-dimethyl-1-(toluene-4-sulfonyl)-1,1a,2,7b-tetrahydro-3-oxa-1-azacyclopropa[a]naphthalene-6-carbonitrile
• 英文别名: 2,2-Dimethyl-1-(4-methylphenyl)sulfonyl-1a,7b-dihydrochromeno[3,4-b]azirine-6-carbonitrile
• 化学式: C₁₉H₁₈N₂O₃S
• 分子量: 354.43
• InChiKey: KXEYENGCIPADJO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  78.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2,2-二甲基-2H-1-苯并吡喃-6-甲腈 、 bromamine T 在 Co(TDClPP) 5A molecular sieve 作用下， 以 乙腈 为溶剂， 以66%的产率得到2,2-dimethyl-1-(toluene-4-sulfonyl)-1,1a,2,7b-tetrahydro-3-oxa-1-azacyclopropa[a]naphthalene-6-carbonitrile
  参考文献：
  名称：

  Cobalt-Catalyzed Efficient Aziridination of Alkenes

  摘要：

  Cobalt porphyrins are capable of catalyzing the azirldination of alkenes with bromamine-T as the nitrene source. Among cobalt complexes of different porphyrins, Co(TDCIPP) is an effective catalyst that can aziridinate a wide variety of alkenes. The catalytic system can operate at room temperature in a one-pot fashion with alkenes as limiting reagents, forming the desired N-sulfonylated aziridine derivatives in high to excellent yields with NaBr as the byproduct.

  DOI：

  10.1021/ol050896i

文献信息

• Cobalt-based catalysts for the cyclization of alkenes
  申请人：Zhang Peter X.

  公开号：US20060030718A1

  公开（公告）日：2006-02-09

  Metal-ligand complexes, including cobalt-ligand complexes, such as a cobalt-porphyrin complex, and their use as catalysts in the cyclization of alkenes.

  金属配合物，包括钴配体配合物，如钴卟啉配合物，以及它们在烯烃环化反应中作为催化剂的使用。
• Cobalt-Catalyzed Efficient Aziridination of Alkenes
  作者：Guang-Yao Gao、Jeremiah D. Harden、X. Peter Zhang

  DOI：10.1021/ol050896i

  日期：2005.7.1

  Cobalt porphyrins are capable of catalyzing the azirldination of alkenes with bromamine-T as the nitrene source. Among cobalt complexes of different porphyrins, Co(TDCIPP) is an effective catalyst that can aziridinate a wide variety of alkenes. The catalytic system can operate at room temperature in a one-pot fashion with alkenes as limiting reagents, forming the desired N-sulfonylated aziridine derivatives in high to excellent yields with NaBr as the byproduct.