3-benzofuran-2-yl-5-(2,4-difluorophenyl)-4,5-dihydroisoxazole | 1454817-51-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 3-benzofuran-2-yl-5-(2,4-difluorophenyl)-4,5-dihydroisoxazole
• 英文别名: 3-(1-Benzofuran-2-yl)-5-(2,4-difluorophenyl)-4,5-dihydro-1,2-oxazole；3-(1-benzofuran-2-yl)-5-(2,4-difluorophenyl)-4,5-dihydro-1,2-oxazole
• CAS: 1454817-51-6
• 化学式: C₁₇H₁₁F₂NO₂
• 分子量: 299.277
• InChiKey: IOYRNURGVRMELI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  34.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2,4-二氟苯甲醛 在 盐酸羟胺 、 sodium acetate 、 二乙胺 作用下， 以 乙醇 为溶剂， 反应 10.5h， 生成 3-benzofuran-2-yl-5-(2,4-difluorophenyl)-4,5-dihydroisoxazole
  参考文献：
  名称：

  Synthesis and in vitro antimicrobial evaluation of novel fluorine-containing 3-benzofuran-2-yl-5-phenyl-4,5-dihydro-1H-pyrazoles and 3-benzofuran-2-yl-5-phenyl-4,5-dihydro-isoxazoles

  摘要：

  In the present study, some novel fluorine-containing heterocycles incorporating benzofuran with dihydropyrazoles and dihydroisoxazoles have been synthesized and evaluated for their in vitro antibacterial and antifungal activities. 2-Acetylbenzofuran on treatment with fluorinated aldehydes afforded corresponding fluorine-containing 1-benzofuran-2-yl-3-phenyl-prop-2-en-1-ones (chalcones 5a-g). The cyclocondensation of chalcones (5a-g) with hydrazine hydrate under basic conditions resulted in formation of corresponding novel fluorine-containing 3-benzofuran-2yl-5-phenyl-4,5-dihydro-1H-pyrazoles (6a-g). Similar reaction with hydroxylamine hydrochloride yielded 3-benzofuran-2yl-5-phenyl-4,5-dihydro-isoxazoles (7a-g). All the synthesized compounds have been characterized on the basis of analytical and spectral data, and were screened for their antibacterial and antifungal activities. Some of the synthesized compounds showed good antibacterial and antifungal activities.

  DOI：

  10.1007/s00044-013-0735-9

文献信息

• Synthesis and in vitro antimicrobial evaluation of novel fluorine-containing 3-benzofuran-2-yl-5-phenyl-4,5-dihydro-1H-pyrazoles and 3-benzofuran-2-yl-5-phenyl-4,5-dihydro-isoxazoles
  作者：Tejpal Singh Chundawat、Nutan Sharma、Sunita Bhagat

  DOI：10.1007/s00044-013-0735-9

  日期：2014.3

  In the present study, some novel fluorine-containing heterocycles incorporating benzofuran with dihydropyrazoles and dihydroisoxazoles have been synthesized and evaluated for their in vitro antibacterial and antifungal activities. 2-Acetylbenzofuran on treatment with fluorinated aldehydes afforded corresponding fluorine-containing 1-benzofuran-2-yl-3-phenyl-prop-2-en-1-ones (chalcones 5a-g). The cyclocondensation of chalcones (5a-g) with hydrazine hydrate under basic conditions resulted in formation of corresponding novel fluorine-containing 3-benzofuran-2yl-5-phenyl-4,5-dihydro-1H-pyrazoles (6a-g). Similar reaction with hydroxylamine hydrochloride yielded 3-benzofuran-2yl-5-phenyl-4,5-dihydro-isoxazoles (7a-g). All the synthesized compounds have been characterized on the basis of analytical and spectral data, and were screened for their antibacterial and antifungal activities. Some of the synthesized compounds showed good antibacterial and antifungal activities.