N-<(trifluoromethane)sulfonyl>azetidin-3-one | 155141-13-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: N-<(trifluoromethane)sulfonyl>azetidin-3-one
• 英文别名: N-triflylazetidin-3-one；1-(Trifluoromethylsulfonyl)azetidin-3-one
• CAS: 155141-13-2
• 化学式: C₄H₄F₃NO₃S
• 分子量: 203.142
• InChiKey: XFNXHPCBUCVQKR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  62.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-<(trifluoromethane)sulfonyl>azetidin-3-one 在 盐酸羟胺 、 sodium acetate 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以74%的产率得到N-<(trifluoromethane)sulfonyl>azetidin-3-one oxime
  参考文献：
  名称：

  Reactions of 1-ethyl-3-azabicyclo[1.1.0]butane with electrophiles. A facile entry into new, N-substituted 3-ethylideneazetidines and 2-azetines

  摘要：

  Reaction of 1-aza-3-ethylbicyclo [1.1.0]butane (3) with N2O4 under a variety of experimental conditions afforded several products, 4-7, all of which resulted via addition across the strained central C(3)-N sigma-bond in 3. The corresponding reactions of ClCO(2)Et, Tf(2)O, and Ms(2)O with 3 also have been studied. These reactions provide useful methods for synthesizing N-substituted 3-ethylideneazetidines and 2-azetines.

  DOI：

  10.1021/jo00086a008
• 作为产物：
  描述：

  N-<(trifluoromethane)sulfonyl>-3-ethylideneazetidine 在 二甲基硫 、 臭氧 作用下， 生成 N-<(trifluoromethane)sulfonyl>azetidin-3-one
  参考文献：
  名称：

  Reactions of 1-ethyl-3-azabicyclo[1.1.0]butane with electrophiles. A facile entry into new, N-substituted 3-ethylideneazetidines and 2-azetines

  摘要：

  Reaction of 1-aza-3-ethylbicyclo [1.1.0]butane (3) with N2O4 under a variety of experimental conditions afforded several products, 4-7, all of which resulted via addition across the strained central C(3)-N sigma-bond in 3. The corresponding reactions of ClCO(2)Et, Tf(2)O, and Ms(2)O with 3 also have been studied. These reactions provide useful methods for synthesizing N-substituted 3-ethylideneazetidines and 2-azetines.

  DOI：

  10.1021/jo00086a008

文献信息

• Additions of X-Y Across the C(3)-N .sigma.-Bond in 1-Aza-3-ethylbicyclo[1.1.0]butane. Novel Routes to 3-Substituted Azetidines
  作者：Alan P. Marchand、D. Rajagopal、Simon G. Bott、Thomas G. Archibald

  DOI：10.1021/jo00097a071

  日期：1994.9
• Marchand, Alan P.; Rajagopal, D.; Bott, Simon G., Journal of Heterocyclic Chemistry, 1995, vol. 32, # 4, p. 1409 - 1412
  作者：Marchand, Alan P.、Rajagopal, D.、Bott, Simon G.

  DOI：——

  日期：——
• Reactions of 1-ethyl-3-azabicyclo[1.1.0]butane with electrophiles. A facile entry into new, N-substituted 3-ethylideneazetidines and 2-azetines
  作者：Alan P. Marchand、D. Rajagopal、Simon G. Bott、Thomas G. Archibald

  DOI：10.1021/jo00086a008

  日期：1994.4

  Reaction of 1-aza-3-ethylbicyclo [1.1.0]butane (3) with N2O4 under a variety of experimental conditions afforded several products, 4-7, all of which resulted via addition across the strained central C(3)-N sigma-bond in 3. The corresponding reactions of ClCO(2)Et, Tf(2)O, and Ms(2)O with 3 also have been studied. These reactions provide useful methods for synthesizing N-substituted 3-ethylideneazetidines and 2-azetines.