2-Bromo-3,3-dimethyl-indan-1-one | 154226-78-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 2-Bromo-3,3-dimethyl-indan-1-one
• 英文别名: 2-bromo-3,3-dimethyl-2H-inden-1-one
• CAS: 154226-78-5
• 化学式: C₁₁H₁₁BrO
• 分子量: 239.112
• InChiKey: WMFLCFMMQBRZDO-UHFFFAOYSA-N

物化性质

• 沸点：
  298.4±39.0 °C(Predicted)
• 密度：
  1.424±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-Bromo-3,3-dimethyl-indan-1-one 在 tetraphosphorus decasulfide 作用下， 以 甲苯 为溶剂， 反应 1.5h， 生成 10,10,11,11-tetramethyl-10H,11H-diindeno<1,2-b:2',1'-d>thiophene
  参考文献：
  名称：

  Boberg, Friedrich; Deters, Karin; Schulz, Juergen, Phosphorus, Sulfur and Silicon and the Related Elements, 1994, vol. 91, # 1-4, p. 69 - 80

  摘要：

  DOI：
• 作为产物：
  描述：

  3,3-二甲基-2,3-二氢-1H-茚-1-酮 在 tetra-N-butylammonium tribromide 作用下， 以 氯仿 为溶剂， 以88%的产率得到2-Bromo-3,3-dimethyl-indan-1-one
  参考文献：
  名称：

  NHC Ligand-Enabled, Palladium-Catalyzed Non-Directed C(sp³)–H Carbonylation To Access Indanone Cores

  摘要：

  A palladium-catalyzed C(sp(3))-H carbonylation of alkylated aryl triflates or bromides under 1 atm of CO has been developed, in which no directing group or oxidant was required. The essence of this reaction is the combination of appropriate NHC ligands with palladium to facilitate the formation of the five-membered cyclopalladium intermediate. Mechanism studies suggest that the insertion of carbon monoxide into two five-membered cyclopalladium species generated via palladium migration might be the crucial step for this transformation. This method offers an efficient solution for expedient construction of indanone cores, which are valuable synthons and pharmacophores ubiquitously found in numerous natural products.

  DOI：

  10.1021/acscatal.9b03426

文献信息

• Aryl or heteroaryl substituted 3,4-dihydroanthracene and aryl or heteroaryl substituted benzo[1,2-g]-chrom-3-ene, benzo[1,2-g]-thiochrom-3-ene and benzo [1,2-g]-1,2-dihydroquinoline derivatives having retinoid antagonist or retinoid inverse agonist type biological activity
  申请人：Vuligonda Vidyasagar

  公开号：US20070265449A1

  公开（公告）日：2007-11-15

  Compounds of the formula where the symbols have the meaning defined in the specification, have retinoid, retinoid antagonist and/or retinoid inverse-agonist-like biological activity.

  具有以下公式的化合物，在规范中定义的符号具有相应的含义，具有类视黄醇、类视黄醇拮抗剂和/或类视黄醇反向激动剂样生物活性。
• ARYL OR HETEROARYL SUBSTITUTED 3,4-DIHYDROANTHRACENE AND ARYL OR HETEROARYL SUBSTITUTED BENZO 1,2-g]-CHROM-3-ENE, BENZO 1,2-g]-THIOCHROM-3-ENE AND BENZO 1,2-g]-1,2-DIHYDROQUINOLINE DERIVATIVES HAVING RETINOID ANTAGONIST OR RETINOID INVERSE AGONIST TYPE BIOLOGICAL ACTIVITY
  申请人：Allergan Sales, Inc.

  公开号：EP0948478A1

  公开（公告）日：1999-10-13
• [EN] ARYL OR HETEROARYL SUBSTITUTED 3,4-DIHYDROANTHRACENE AND ARYL OR HETEROARYL SUBSTITUTED BENZO[1,2-g]-CHROM-3-ENE, BENZO[1,2-g]-THIOCHROM-3-ENE AND BENZO[1,2-g]-1,2-DIHYDROQUINOLINE DERIVATIVES HAVING RETINOID ANTAGONIST OR RETINOID INVERSE AGONIST TYPE BIOLOGICAL ACTIVITY<br/>[FR] 3,4-DIHYDROANTHRACENE A SUBSTITUTION ARYL OU HETEROARYL ET DE BENZO [1,2-G]-CHROM-3-ENE A SUBSTITUTION ARYL OU HETEROARYL, BENZO [1,2-G]-THIOCHROM-3-ENE ET DERIVES DE BENZO [1,2-G]-1,2-DIHYDROQUINOLINE A ACTIVITE BIOLOGIQUE DE TYPE ANTAGONISTE DES RETINOIDES OU AGONISTE INVERSE DES RETINOIDES
  申请人：ALLERGAN SALES, INC.

  公开号：WO1998025875A1

  公开（公告）日：1998-06-18

  (EN) Compounds of the formula (1) where the symbols have the meaning defined in the specification, have retinoid, retinoid antagonist and/or retinoid inverse-agonist-like biological activity.(FR) La présente invention concerne des composés représentés par la formule générale (1). La signification des symboles employés dans cette formule est conforme à la description. Ces composés présentent une activité biologique de type antagoniste des rétinoïdes et/ou agoniste inverse des rétinoïdes.