2-(4-bromophenyl)-2,3,4,6,7,8-hexahydro-5H-chromen-5-one | 14222-02-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2-(4-bromophenyl)-2,3,4,6,7,8-hexahydro-5H-chromen-5-one
• 英文别名: 2-(4-bromo-phenyl)-2,3,4,6,7,8-hexahydro-chromen-5-one；2-p-Bromophenyl-7,8-dihydro-5(6h)-chromanone；2-(4-bromophenyl)-2,3,4,6,7,8-hexahydrochromen-5-one
• CAS: 14222-02-7
• 化学式: C₁₅H₁₅BrO₂
• 分子量: 307.187
• InChiKey: ZWFSQOWGPMSQLX-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：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(4-bromophenyl)-2,3,4,6,7,8-hexahydro-5H-chromen-5-one 、 1-甲基-1-苯肼 在 对甲苯磺酸 作用下， 反应 120.0h， 以50%的产率得到3-(4-bromophenyl)-11-methyl-1,2,3,11-tetrahydropyrano[3,2-a]carbazole
  参考文献：
  名称：

  Diversity-oriented approach to natural product inspired pyrano-carbazole derivatives: strategic utilization of hetero-Diels–Alder reaction, Fischer indolization and the Suzuki–Miyaura cross-coupling reaction

  摘要：

  A variety of natural products inspired pyrano-carbazole derivatives have been assembled via hetero-Diels-Alder reaction and Fischer indolization (FI) under operationally simple reaction conditions. Later, the scope of this methodology has been expanded through Suzuki-Miyaura cross-coupling reaction involving different boronic acids. This simple strategy can be useful to generate a variety of medicinally important carbazole derivatives. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.09.044
• 作为产物：
  描述：

  聚合甲醛 、 对溴苯乙烯 、 1,3-环己二酮 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以80%的产率得到2-(4-bromophenyl)-2,3,4,6,7,8-hexahydro-5H-chromen-5-one
  参考文献：
  名称：

  Diversity-oriented approach to natural product inspired pyrano-carbazole derivatives: strategic utilization of hetero-Diels–Alder reaction, Fischer indolization and the Suzuki–Miyaura cross-coupling reaction

  摘要：

  A variety of natural products inspired pyrano-carbazole derivatives have been assembled via hetero-Diels-Alder reaction and Fischer indolization (FI) under operationally simple reaction conditions. Later, the scope of this methodology has been expanded through Suzuki-Miyaura cross-coupling reaction involving different boronic acids. This simple strategy can be useful to generate a variety of medicinally important carbazole derivatives. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.09.044

文献信息

• Diversity-oriented approach to natural product inspired pyrano-carbazole derivatives: strategic utilization of hetero-Diels–Alder reaction, Fischer indolization and the Suzuki–Miyaura cross-coupling reaction
  作者：Sambasivarao Kotha、Rashid Ali、Mohammad Saifuddin

  DOI：10.1016/j.tet.2015.09.044

  日期：2015.11

  A variety of natural products inspired pyrano-carbazole derivatives have been assembled via hetero-Diels-Alder reaction and Fischer indolization (FI) under operationally simple reaction conditions. Later, the scope of this methodology has been expanded through Suzuki-Miyaura cross-coupling reaction involving different boronic acids. This simple strategy can be useful to generate a variety of medicinally important carbazole derivatives. (C) 2015 Elsevier Ltd. All rights reserved.