3-fluoro-11-oxa-5,10-diaza-benzo[b]fluorine | 1018687-78-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 3-fluoro-11-oxa-5,10-diaza-benzo[b]fluorine
• 英文别名: 2-fluorobenzofuro[2,3-b]quinoxaline；2-Fluoro-[1]benzofuro[3,2-b]quinoxaline
• CAS: 1018687-78-9
• 化学式: C₁₄H₇FN₂O
• 分子量: 238.221
• InChiKey: BOIZLMOHFNNZKA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-(3-chloro-quinoxalin-2-yl)-4-fluoro-phenol 在 噻吩-2-甲酸亚铜(I) 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 0.33h， 以62%的产率得到3-fluoro-11-oxa-5,10-diaza-benzo[b]fluorine
  参考文献：
  名称：

  Facile Assembly of Fused Benzo[4,5]furo Heterocycles

  摘要：

  A concise synthesis of fused benzo[4,5]furo heterocycles 18 has been developed. Chemo/regioselective Suzuki coupling between 1,2-dihaloarene 17 and alpha-hydroxyphenylboronic acid or ester 20 gives biaryl phenol 19, which then undergoes copper(I) thiophene-2-carboxylate (CuTC)-mediated intramolecular cyclization to afford 18 in good overall yield. This method has broad substrate scope and allows facile assembly of a wide variety of benzo[4,5]furo heterocycles.

  DOI：

  10.1021/jo8000595

文献信息

• Sulfur-mediated annulation of 1,2-phenylenediamines towards benzofuro- and benzothieno-quinoxalines
  作者：Loan T. Tran、Tuan H. Ho、Nhu T. A. Phan、Tung T. Nguyen、Nam T. S. Phan

  DOI：10.1039/d0ob00887g

  日期：——

  Oxidation of sp³ C–H bonds in acetophenones is exploited to annulate with 1,2-phenylenediamines.

  在这个句子中，sp³ C-H键的氧化被利用来与1,2-苯二胺进行环化。
• Facile assembly of fused benzofuro-heterocycles
  申请人：Fitzgerald Anne E.

  公开号：US20090076268A1

  公开（公告）日：2009-03-19

  This invention concerns the synthesis of polycyclic structural components of pharmacological compounds, including the synthesis of fused benzofuro-heterocycles, through selective palladium-catalyzed cross-coupling and intramolecular cyclization.

  这项发明涉及药物化合物的多环结构组分的合成，包括通过选择性钯催化的交叉偶联和分子内环化合成融合苯并呋喃杂环化合物的合成。
• [EN] FACILE ASSEMBLY OF FUSED BENZOFURO-HETEROCYCLES<br/>[FR] ASSEMBLAGE FACILE DE BENZOFURO-HÉTÉROCYCLES FUSIONNÉS
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2009035668A1

  公开（公告）日：2009-03-19

  This invention concerns the synthesis of polycyclic structural components of pharmacological compounds, including the synthesis of fused benzofuro-heterocycles, through selective palladium-catalyzed cross-coupling and intramolecular cyclization.
• Facile Assembly of Fused Benzo[4,5]furo Heterocycles
  作者：Jing Liu、Anne E. Fitzgerald、Neelakandha S. Mani

  DOI：10.1021/jo8000595

  日期：2008.4.1

  A concise synthesis of fused benzo[4,5]furo heterocycles 18 has been developed. Chemo/regioselective Suzuki coupling between 1,2-dihaloarene 17 and alpha-hydroxyphenylboronic acid or ester 20 gives biaryl phenol 19, which then undergoes copper(I) thiophene-2-carboxylate (CuTC)-mediated intramolecular cyclization to afford 18 in good overall yield. This method has broad substrate scope and allows facile assembly of a wide variety of benzo[4,5]furo heterocycles.