6H,11H-[2]benzopyrano[4,3-c][1]benzopyran-11-one | 96600-94-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮
• 英文名称: 6H,11H-[2]benzopyrano[4,3-c][1]benzopyran-11-one
• 英文别名: 6H-isochromeno[4,3-c]chromen-11-one
• CAS: 96600-94-1
• 化学式: C₁₆H₁₀O₃
• 分子量: 250.254
• InChiKey: GNYHCUXPGNQBSZ-UHFFFAOYSA-N

物化性质

• 熔点：
  137 °C
• 沸点：
  469.1±45.0 °C(Predicted)
• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(azidomethyl)phenyllead triacetate 在 吡啶 、 三苯基膦 作用下， 以 氯仿 为溶剂， 反应 13.0h， 生成 6H,11H-[2]benzopyrano[4,3-c][1]benzopyran-11-one
  参考文献：
  名称：

  2-(叠氮甲基)苯基硼酸在异喹啉衍生物的合成中

  摘要：

  摘要 2-(叠氮甲基)苯基硼酸与四乙酸铅反应制得2-(叠氮甲基)苯基三乙酸铅。提出了一种合成异喹啉衍生物的策略，该策略涉及该有机铅试剂与可烯醇化底物的反应，然后在三苯基膦存在下进行退火。使用 2-（叠氮甲基）苯基硼酸可以从 β-二酮和天然 β-氧代内酯以良好的产率获得 α-芳基化产物。

  DOI：

  10.1007/s11172-006-0011-y

文献信息

• Reductive coupling of polyfunctionalized organobismuth and organolead arylating reagents in the synthesis of benzopyran derivatives
  作者：A. Yu. Fedorov、J. -P. Finet、O. G. Ganina、M. I. Naumov、A. S. Shavyrin

  DOI：10.1007/s11172-006-0163-9

  日期：2005.11

  Benzopyran derivatives were synthesized in good yields by the reactions of tris[2-(chloromethyl)phenyl]bismuth diacetate and 2-(halomethyl)aryllead triacetates with phenols and naturally occurring 4-hydroxycoumarins in the presence of bases according to a three-step one-pot procedure.

  苯并吡喃衍生物是通过三[2-(氯甲基)苯基]二乙酸铋和2-(卤甲基)芳基三乙酸铅与酚类和天然存在的4-羟基香豆素在碱存在下根据三步反应合成的- 锅程序。
• Polyfunctionalized Aryllead Triacetates in a Cascade Synthesis of Tetracyclic Isochromanocoumarin-Type Compounds
  作者：Jean-Pierre Finet、Alexey Yu. Fedorov、Mikael I. Naumov、Olga G. Ganina、Andrew S. Shavirin、Irina P. Beletskaya

  DOI：10.1055/s-2005-861834

  日期：——

  The three-step one-pot α-arylation-annulation sequence leading to the reaction of 4-hydroxycoumarins with in situ generated 2-(bromomethyl)aryllead triacetates carried out in the presence of a combination of ortho-phenantroline-potassium tert-butoxide afforded tetracyclic benzo[b]pyran compounds in good to high yields.

  三步一锅的α-芳基化-环化序列在ortho-菲啰啉-四氢氧化钾的共同作用下，促使4-羟基香豆素与原位生成的2-(溴甲基)芳基铅三乙酸酯反应，成功合成了四环的苯并[b]吡喃化合物，产率良好到很高。
• Regioselective synthesis of 1H,3H,6H[2]benzopyrano[4,3-d]pyrimidine-2,4-diones and 12H-benzopyrano[3,2-c][1]benzopyran-5-ones by radical cyclization
  作者：K.C Majumdar、P.K Basu、P.P Mukhopadhyay、S Sarkar、S.K Ghosh、P Biswas

  DOI：10.1016/s0040-4020(03)00182-0

  日期：2003.3

  5-Hydroxy uracils or 4-hydroxy[1]benzopyran-2-ones were refluxed with 2-bromobenzyl bromides in acetone in the presence of anhydrous potassium carbonate to afford a number of 5-(2′-bromobenzyloxy) pyrimidine-2,4-dione (80–92%) or 4-(2′-bromobenzyloxy) benzopyran-7-ones (70–82%) respectively. These were then refluxed with tri-n-butyltin chloride and sodium cyanoborohydride in the presence of a catalytic

  在无水碳酸钾存在下，将5-羟基尿嘧啶或4-羟基[1]苯并吡喃-2-酮与2-溴苄基溴在丙酮中回流，得到许多5-（2'-溴苄氧基）嘧啶-2,4 -二酮（80-92％）或4-（2'-溴苄氧基）苯并吡喃-7-酮（70-82％）。然后将这些与三回流Ñ 3-4小时中（AIBN）偶氮二异丁腈的催化量存在-butyltin氯和氰基硼氢化钠，得到1 ħ，3 ħ，6 ħ [2]苯并吡喃并[4,3- d ]嘧啶-2,4-二酮（75-85％）或12 H-苯并吡喃并[3,2- c ] [1]苯并吡喃-5-酮（70-85％）。
• Highly Effective Regioselective Method for the Synthesis of Substituted Coumarin­- and Quinolone-Annulated Heterocycles Using a Palladium(0)-Catalyzed­ Reaction
  作者：K. Majumdar、A. Pal、A. Taher、P. Debnath

  DOI：10.1055/s-2007-966052

  日期：2007.6

  The preparation of a variety of tetracyclic ring systems by palladium(0)-catalyzed cyclization of 2-bromobenzyloxy-substituted coumarins and quinolones is described. The process has been found to be a viable method for regioselective synthesis of the corresponding products in very good to excellent yield.

  描述了通过钯 (0) 催化的 2-溴苄氧基取代的香豆素和喹诺酮类化合物的环化制备各种四环系统。已发现该方法是区域选择性合成相应产物的可行方法，产率非常好至极好。
• Khan, Khaliquz Zaman; Tasneem, Khalida; Rahman, Mujeebur, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1985, vol. 24, p. 42 - 46
  作者：Khan, Khaliquz Zaman、Tasneem, Khalida、Rahman, Mujeebur、Prakash, Satya、Zaman, Asif

  DOI：——

  日期：——