2-[叠氮基(苯基)甲基]呋喃 | 235787-73-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-[叠氮基(苯基)甲基]呋喃
• 英文名称: 2-(azido(phenyl)methyl)furan
• 英文别名: 2-[Azido(phenyl)methyl]furan
• CAS: 235787-73-2
• 化学式: C₁₁H₉N₃O
• 分子量: 199.212
• InChiKey: UZPSXVVHWYOEBY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  27.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[叠氮基(苯基)甲基]呋喃 在 palladium on activated charcoal jones reagent 、 氢气 、 三乙胺 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 氯仿 、 乙酸乙酯 、 丙酮 为溶剂， 20.0 ℃ 、100.0 kPa 条件下， 反应 3.92h， 生成 6-phenyl-1-(4-tolylsulfonyl)-1,6-dihydropyridine-2,5-dione
  参考文献：
  名称：

  1,4-Reductive Addition of Hydrazoic Acid to γ-Oxo-α,β-unsaturated δ-Lactones and -Lactams: A Convenient Route to α-Amino-γ-oxo-α,β-unsaturated δ-Lactones and -Lactams

  摘要：

  gamma-Oxo-alpha,beta-unsaturated delta-lactones and lactams, which are easily accessible from their corresponding 2-furylcarbinols, were used as substrates for the 1,4-reductive addition of hydrazoic acid. The outcome of the reaction is the formation, in high yields, of the corresponding alpha-amino-gamma-oxo-alpha,beta-unsaturated delta-lactones and -lactams, compounds of great biological and synthetic interest.

  DOI：

  10.1002/(sici)1099-0690(199906)1999:6<1449::aid-ejoc1449>3.0.co;2-9
• 作为产物：
  描述：

  2-呋喃基(苯基)甲醇 在 迭氮酸 、 硫酸 作用下， 以 苯 为溶剂， 反应 1.0h， 以72%的产率得到2-[叠氮基(苯基)甲基]呋喃
  参考文献：
  名称：

  1,4-Reductive Addition of Hydrazoic Acid to γ-Oxo-α,β-unsaturated δ-Lactones and -Lactams: A Convenient Route to α-Amino-γ-oxo-α,β-unsaturated δ-Lactones and -Lactams

  摘要：

  gamma-Oxo-alpha,beta-unsaturated delta-lactones and lactams, which are easily accessible from their corresponding 2-furylcarbinols, were used as substrates for the 1,4-reductive addition of hydrazoic acid. The outcome of the reaction is the formation, in high yields, of the corresponding alpha-amino-gamma-oxo-alpha,beta-unsaturated delta-lactones and -lactams, compounds of great biological and synthetic interest.

  DOI：

  10.1002/(sici)1099-0690(199906)1999:6<1449::aid-ejoc1449>3.0.co;2-9

文献信息

• Direct Conversion of Aldehydes and Ketones into Azides by Sequential Nucleophilic Addition and Substitution
  作者：Pratik P. Goswami、Victoria P. Suding、Angela S. Carlson、Joseph J. Topczewski

  DOI：10.1002/ejoc.201600856

  日期：2016.10

  conversion of aldehydes and ketones into alkyl azides by the addition of common organometallic reagents and tandem conversion of the resulting alkoxides without isolation of the intermediate alcohols. A wide range of aldehydes and organometallic reagents (R–Li or R–MgX) are suitable participants in this process. Additional reaction telescoping beyond azide formation is demonstrated.

  该报告描述了通过添加常见的有机金属试剂和串联转化生成的醇盐而不分离中间体醇，将醛和酮直接转化为烷基叠氮化物。范围广泛的醛和有机金属试剂（R-Li 或 R-MgX）是该过程的合适参与者。证明了叠氮化物形成之外的其他反应伸缩。
• 1,4-Reductive Addition of Hydrazoic Acid to γ-Oxo-α,β-unsaturated δ-Lactones and -Lactams: A Convenient Route to α-Amino-γ-oxo-α,β-unsaturated δ-Lactones and -Lactams
  作者：Sofia D. Koulocheri、Serkos A. Haroutounian、Costas D. Apostolopoulos、Raj K. Chada、Elias A. Couladouros

  DOI：10.1002/(sici)1099-0690(199906)1999:6<1449::aid-ejoc1449>3.0.co;2-9

  日期：1999.6

  gamma-Oxo-alpha,beta-unsaturated delta-lactones and lactams, which are easily accessible from their corresponding 2-furylcarbinols, were used as substrates for the 1,4-reductive addition of hydrazoic acid. The outcome of the reaction is the formation, in high yields, of the corresponding alpha-amino-gamma-oxo-alpha,beta-unsaturated delta-lactones and -lactams, compounds of great biological and synthetic interest.