3'-(4-fluorobenzoyl)spiro[1H-indole-3,2'-oxirane]-2-one | 1217043-10-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3'-(4-fluorobenzoyl)spiro[1H-indole-3,2'-oxirane]-2-one
• CAS: 1217043-10-1
• 化学式: C₁₆H₁₀FNO₃
• 分子量: 283.259
• InChiKey: GRLMMJUBBUSSIX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  58.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3'-(4-fluorobenzoyl)spiro[1H-indole-3,2'-oxirane]-2-one 、 硫代乙酰胺 在 lithium bromide 作用下， 以 水 为溶剂， 反应 0.08h， 以86%的产率得到2'-amino-4'-(4-fluorobenzoyl)-2'-methylspiro[indoline-3,5'-[1,3]oxathiolan]-2-one
  参考文献：
  名称：

  Ultrasound promoted greener synthesis of spiro[indole-3,5′-[1,3]oxathiolanes in water

  摘要：

  An aqueous mediated novel synthesis of substituted 2'amino-4'benzoyl-2'-methyl spiro[indole 3,5'-[1,3]oxathiolane]-2(1H)-ones (2a-f) was carried out from the reaction of spiro [indole-3,2'-oxiranes] (1a-f) with thioacetamide in the presence of LiBr as catalyst. The reaction was carried out under both microwaves and sonication and results were also compared with conventional method. in general, improvement in rate and yields observed when reaction was carried out under sonication as compared to microwave irradiation and conventional method. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ultsonch.2009.08.003
• 作为产物：
  描述：

  3-(2-(4-fluorophenyl)-2-oxoethylidene)indolin-2-one 在 双氧水 作用下， 生成 3'-(4-fluorobenzoyl)spiro[1H-indole-3,2'-oxirane]-2-one
  参考文献：
  名称：

  Ultrasound promoted greener synthesis of spiro[indole-3,5′-[1,3]oxathiolanes in water

  摘要：

  An aqueous mediated novel synthesis of substituted 2'amino-4'benzoyl-2'-methyl spiro[indole 3,5'-[1,3]oxathiolane]-2(1H)-ones (2a-f) was carried out from the reaction of spiro [indole-3,2'-oxiranes] (1a-f) with thioacetamide in the presence of LiBr as catalyst. The reaction was carried out under both microwaves and sonication and results were also compared with conventional method. in general, improvement in rate and yields observed when reaction was carried out under sonication as compared to microwave irradiation and conventional method. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ultsonch.2009.08.003

文献信息

• Ultrasound promoted greener synthesis of spiro[indole-3,5′-[1,3]oxathiolanes in water
  作者：Anshu Dandia、Ruby Singh、Sumit Bhaskaran

  DOI：10.1016/j.ultsonch.2009.08.003

  日期：2010.2

  An aqueous mediated novel synthesis of substituted 2'amino-4'benzoyl-2'-methyl spiro[indole 3,5'-[1,3]oxathiolane]-2(1H)-ones (2a-f) was carried out from the reaction of spiro [indole-3,2'-oxiranes] (1a-f) with thioacetamide in the presence of LiBr as catalyst. The reaction was carried out under both microwaves and sonication and results were also compared with conventional method. in general, improvement in rate and yields observed when reaction was carried out under sonication as compared to microwave irradiation and conventional method. (C) 2009 Elsevier B.V. All rights reserved.