2-methylspiro<1H-isoindole-1,5'-oxazolidine>-2',3(2H),4'-trione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2-methylspiro<1H-isoindole-1,5'-oxazolidine>-2',3(2H),4'-trione
• 英文别名: 2-methylspiro[isoindoline-1,5'-oxazolidine]-2',3,4'-trione；2-methylspiro(1H-isoindole-1,5'-oxazolidine)-2',3(2H),4'-trione；2'-Methylspiro[1,3-oxazolidine-5,3'-isoindole]-1',2,4-trione
• 化学式: C₁₁H₈N₂O₄
• 分子量: 232.196
• InChiKey: WZDBLOYZNNNYSG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  75.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-甲基异喹啉-1,3,4-三酮 在 4-二甲氨基吡啶 、 氨 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 6.5h， 生成 2-methylspiro<1H-isoindole-1,5'-oxazolidine>-2',3(2H),4'-trione
  参考文献：
  名称：

  Syntheses of Spiro(oxazolidinediones): Spiro[1H-isoindole-1,5'-oxazolidine]-2',3(2H),4'-triones and Spiro[1,2-benzisothiazole-3(2H),5'-oxazolidine]-2',4'-dione 1,1-Dioxides

  摘要：

  Members of two novel families of spiro(oxazolidinediones) have been prepared. Spiro[1H-isoindole-1,5'-oxazolidine]-2', 3(2H),4'-triones (4) were synthesized from the corresponding 1-hydroxy-1-carboxyethylisoindol-3-one (7) or (10) or their primary amide derivatives (14). In turn 7 and 10 were prepared from 2-bromobenzoic acid amides (6) and (9). or from N-alkylated isoquinolin-1, 3, 4(2H)-triones (12). Spiro[1, 2-benzisothiazole-3(2H), 5'-oxazolidine]-2', 4'-dione 1, 1-dioxides (5) were constructed from the appropriate 2,3-dihydro-3-hydroxy-1,2-benzisothiazole-3-carboxamide 1,1-dioxide (17). The immediate precursors to 14, ethyl esters (16) and (19), were prepared from benzenesulfonamide (15), or from 2-bromobenzenesulfonamide (18).

  DOI：

  10.3987/com-94-6750

文献信息

• A novel, convenient, and efficient procedure for the synthesis of spiroisoindoline-1,5′-oxazolidine derivatives
  作者：Mohammad Reza Mohammadizadeh、Neda Firoozi

  DOI：10.1016/j.tetlet.2010.02.163

  日期：2010.5

  A novel, convenient, and practical one-pot procedure for the direct synthesis of spiroisoindoline-1,5′-oxazolidine derivatives is described via oxidative cleavage of 3a,8a-dihydroxyindeno[2,1-d]imidazole-2,8-diones with lead(IV) acetate at room temperature.

  通过3a，8a-二羟基茚并[2,1- d ]咪唑-2,8-二酮的氧化裂解，描述了一种新颖，方便，实用的一锅法直接合成螺旋螺异吲哚-1,5'-恶唑烷衍生物的方法在室温下用乙酸铅（IV）。