4-bromo-6,7-dihydrocyclopenta[c]pyridin-5-one | 1114333-08-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-bromo-6,7-dihydrocyclopenta[c]pyridin-5-one
• 英文别名: 4-bromo-6,7-dihydro-5H-cyclopenta[c]pyridin-5-one
• CAS: 1114333-08-2
• 化学式: C₈H₆BrNO
• 分子量: 212.046
• InChiKey: KDBZKIKNPLCGPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  30
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-bromo-6,7-dihydrocyclopenta[c]pyridin-5-one 、 烯丙基三丁基锡 在 四(三苯基膦)钯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以90%的产率得到5H-环戊二烯并[c]吡啶-5-酮,6,7-二氢-4-(2-丙烯-1-基)-
  参考文献：
  名称：

  Efficient total syntheses of louisianins C and D

  摘要：

  An efficient synthetic route for the preparation of louisianins C and D was developed starting with the commercially available 4-cyanopyridine. Louisianins C and D were synthesized in seven steps and with overall yields 22% and 20%, respectively, following a novel cyclization-decarboxylation sequence involving 4-bromo-6,7-dihydrocyclopenta[c]pyridin-5-one as the key intermediate. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.11.075
• 作为产物：
  描述：

  methyl 3-(5'-bromo-4'-cyanopyridin-3'-yl)propanoate 在 potassium tert-butylate 、 盐酸 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 16.01h， 以71%的产率得到4-bromo-6,7-dihydrocyclopenta[c]pyridin-5-one
  参考文献：
  名称：

  Efficient total syntheses of louisianins C and D

  摘要：

  An efficient synthetic route for the preparation of louisianins C and D was developed starting with the commercially available 4-cyanopyridine. Louisianins C and D were synthesized in seven steps and with overall yields 22% and 20%, respectively, following a novel cyclization-decarboxylation sequence involving 4-bromo-6,7-dihydrocyclopenta[c]pyridin-5-one as the key intermediate. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.11.075

文献信息

• Efficient total syntheses of louisianins C and D
  作者：Ching-Yao Chang、Hui-Ming Liu、Ru-Ting Hsu

  DOI：10.1016/j.tet.2008.11.075

  日期：2009.1

  An efficient synthetic route for the preparation of louisianins C and D was developed starting with the commercially available 4-cyanopyridine. Louisianins C and D were synthesized in seven steps and with overall yields 22% and 20%, respectively, following a novel cyclization-decarboxylation sequence involving 4-bromo-6,7-dihydrocyclopenta[c]pyridin-5-one as the key intermediate. (C) 2008 Elsevier Ltd. All rights reserved.