6,8-Dichloro-4-phenyl-2,4-dihydrochromeno[3,4-d]triazole | 1228538-79-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 6,8-Dichloro-4-phenyl-2,4-dihydrochromeno[3,4-d]triazole
• CAS: 1228538-79-1
• 化学式: C₁₅H₉Cl₂N₃O
• 分子量: 318.162
• InChiKey: BMXINEDXQGRYPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  50.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  6,8-dichloro-3-nitro-2-phenyl-2H-chromene 在 sodium azide 作用下， 以 二甲基亚砜 为溶剂， 以82%的产率得到6,8-Dichloro-4-phenyl-2,4-dihydrochromeno[3,4-d]triazole
  参考文献：
  名称：

  Synthesis of function-oriented 2-phenyl-2H-chromene derivatives using l-pipecolinic acid and substituted guanidine organocatalysts

  摘要：

  Organocatalytic domino oxa-Michael/aldol reactions between salicylaldehyde with electron deficient olefins are presented. We screened guanidine, 1,1,3,3-tetramethylguanidine (TMG) and L-pipecolinic acid as organocatalysts for this transformation. 3-Substituted 2-phenyl-2H-chromene derivatives are synthesized with high yields and with poor enantioselectivity (5-17% ee) using L-pipecolinic acid while TMG works well with cinnamaldehyde without using co-catalyst. These 3-substituted-2-phenyl-2H-chromene derivatives are further derivatized to synthesize triazole and biotin-containing chromene derivatives, to facilitate purification of protein targets. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.02.143