8-benzyl-6-cyano-1-hydroxy-4,4-diphenyl-8-aza-2,3-dioxabicyclo<4.3.0>nonan-9-one | 188742-04-3

• 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: 8-benzyl-6-cyano-1-hydroxy-4,4-diphenyl-8-aza-2,3-dioxabicyclo<4.3.0>nonan-9-one
• 英文别名: 6-Benzyl-7a-hydroxy-7-oxo-3,3-diphenyl-4,5-dihydro-[1,2]dioxino[3,4-c]pyrrole-4a-carbonitrile
• CAS: 188742-04-3
• 化学式: C₂₆H₂₂N₂O₄
• 分子量: 426.472
• InChiKey: NVUHOKSFJXMWAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  82.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  8-benzyl-6-cyano-1-hydroxy-4,4-diphenyl-8-aza-2,3-dioxabicyclo<4.3.0>nonan-9-one 以 溶剂黄146 为溶剂， 以40%的产率得到2-cyano-4,4-diphenylbutanolide
  参考文献：
  名称：

  Nguyen, Van-Ha; Nishino, Hiroshi; Kurosawa, Kazu, Heterocycles, 1998, vol. 48, # 3, p. 465 - 480

  摘要：

  DOI：
• 作为产物：
  描述：

  3-（苄氨基）丙腈 在 氧气 、 sodium ethanolate 、 manganese triacetate 作用下， 以 溶剂黄146 为溶剂， 反应 14.0h， 生成 8-benzyl-6-cyano-1-hydroxy-4,4-diphenyl-8-aza-2,3-dioxabicyclo<4.3.0>nonan-9-one
  参考文献：
  名称：

  Nguyen, Van-Ha; Nishino, Hiroshi; Kurosawa, Kazu, Heterocycles, 1998, vol. 48, # 3, p. 465 - 480

  摘要：

  DOI：

文献信息

• Mn(III)-Induced molecular oxygen trapping reaction of alkenes with 2,3-pyrrolidinedione derivatives. A novel entry to 1-hydroxy-8-aza-2,3-dioxabicyclo[4.3.0]nonan-9-ones
  作者：Van-Ha Nguyen、Hiroshi Nishino、Kazu Kurosawa

  DOI：10.1016/s0040-4039(97)00166-4

  日期：1997.3

  Molecular oxygen trapping reaction of alkenes with 2,3-pyrrolidinedione derivatives was developed using a Mn(III)-induced oxidation system. Alkenes and 2,3-pyrrolidinediones were treated with manganese(III) acetate in acetic acid under a stream of dry air, giving 1-hydroxy-8-aza-2,3-dioxabicyclo[4.3.0]nonan-9-ones in good yields. The reaction involved molecular oxygen trapping of radicals which were

  使用Mn（III）诱导的氧化系统开发了烯烃与2,3-吡咯烷二酮衍生物的分子氧捕集反应。在干燥的空气流中，用乙酸锰（III）在乙酸中处理烯烃和2,3-吡咯烷二酮，得到1-羟基-8-氮杂-2,3-二氧杂双环[4.3.0]壬南-9-酮。良品率高。该反应涉及自由基的分子氧捕获，该自由基是通过将由Mn（III）诱导的吡咯烷二酮自由基加成至烯烃中而形成的。
• Palladium-catalyzed hydrogenolysis of azabicyclic peroxides. Quantitative transformation to 1-hydroxy-7-aza-2-oxabicyclo[3.3.0]octanes
  作者：Firoz Alam Chowdhury、Shougo Kajikawa、Hiroshi Nishino、Kazu Kurosawa

  DOI：10.1016/s0040-4039(99)00604-8

  日期：1999.5

  The palladium-catalyzed reduction of 1-hydroxy-8-aza-2,3-dioxabicyclo[4.3.0]nonanes, which were readily obtained by the manganese(III)-mediated oxidative formal [2+2+2] cycloaddition of pyrrolidinedione derivatives with alkenes and molecular oxygen, led to formal extrusion of one of the peroxide oxygens and produced 1-hydroxy-7-aza-2-oxabicyclo[3.3.0]octanes in quantitative chemical yields.

  钯催化的1-羟基-8-氮杂-2,3-二氧杂双环[4.3.0]壬烷的钯催化还原反应很容易通过吡咯烷二酮的锰（III）介导的氧化式[2 + 2 + 2]环加成反应获得与烯烃和分子氧的衍生物导致过氧化物氧之一的正式挤出，并以定量的化学收率产生了1-羟基-7-氮杂-2-氧杂双环[3.3.0]辛烷。
• Nguyen, Van-Ha; Nishino, Hiroshi; Kurosawa, Kazu, Heterocycles, 1998, vol. 48, # 3, p. 465 - 480
  作者：Nguyen, Van-Ha、Nishino, Hiroshi、Kurosawa, Kazu

  DOI：——

  日期：——