2-溴-3,4-二氢萘-1-羧酸 | 1334172-50-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 2-溴-3,4-二氢萘-1-羧酸
• 英文名称: 2-bromo-3,4-dihydronaphthalene-1-carboxylic acid
• 英文别名: 2-Bromo-3,4-dihydronaphthalene-1-carboxylic acid
• CAS: 1334172-50-7
• 化学式: C₁₁H₉BrO₂
• 分子量: 253.095
• InChiKey: HHKLJSRYWCPHCT-UHFFFAOYSA-N

物化性质

• 沸点：
  337.5±30.0 °C(Predicted)
• 密度：
  1.663±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-溴-3,4-二氢萘-1-羧酸 在 4-二甲氨基吡啶 、 草酰氯 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  钯（0）催化的不对称CH烯基化反应可有效合成平面手性二茂铁

  摘要：

  Pd(0)-catalyzed intramolecular C-H alkenylation was achieved with excellent yields and: enantioselectivity for the construction of planar chiral ferrocenes. It is compatible with a broad range of substrates and various functional groups. Notably, the enantioselective and diastereoselective, synthesis of planar chiral ferrocenes was realized by cascade C-H arylation and alkenylation reaction for the first time. Additionally, the product was easily converted into a N,O-bidentate ligand, showing promising chiral induction in asymmetric alkynylation of 1-naphthaldehyde.

  DOI：

  10.1021/acs.organomet.6b00569
• 作为产物：
  描述：

  β-四氢萘酮 在 sodium chlorite 、 双氧水 、 三溴化磷 作用下， 以 氯仿 为溶剂， 生成 2-溴-3,4-二氢萘-1-羧酸
  参考文献：
  名称：

  Pd / C催化的β-溴-α，β-不饱和羧酸与末端炔烃的偶联和环化反应生成亚烷基呋喃酮

  摘要：

  钯催化的β-溴-α，β-不饱和羧酸与末端炔烃的偶合以及随后的区域选择性5 -exo-dig环化反应可产生高收率的（Z）-亚烷基呋喃酮。

  DOI：

  10.1016/j.jorganchem.2011.06.044

文献信息

• Microwave-Assisted Copper-Powder-Catalyzed Coupling and Cyclization of β-Bromo-α,β-unsaturated Carboxylic Acids with 1,3-Diketones Leading to 2H-Pyran-2-ones
  作者：Chan Cho、Son Ho、Ho-Sang Sohn

  DOI：10.1055/s-0034-1379103

  日期：——

  Abstract β-Bromo-α,β-unsaturated carboxylic acids were coupled and cyclized with 1,3-diketones by microwave irradiation in the presence of a catalytic amount of copper powder and base to give the corresponding 2H-pyran-2-ones in good to high yields. β-Bromo-α,β-unsaturated carboxylic acids were coupled and cyclized with 1,3-diketones by microwave irradiation in the presence of a catalytic amount of

  摘要 在催化量的铜粉和碱存在下，通过微波辐照将β-溴-α，β-不饱和羧酸偶联并与1,3-二酮环化，得到相应的2 H-吡喃-2-酮高产。 在催化量的铜粉和碱存在下，通过微波辐照将β-溴-α，β-不饱和羧酸偶联并与1,3-二酮环化，得到相应的2 H-吡喃-2-酮高产。
• Pd/C-Catalyzed coupling and cyclization of β-bromo-α,β-unsaturated carboxylic acids with terminal alkynes leading to alkylidenefuranones
  作者：Chan Sik Cho、Hyo Bo Kim

  DOI：10.1016/j.jorganchem.2011.06.044

  日期：2011.10

  Palladium-catalyzed coupling of β-bromo-α,β-unsaturated carboxylic acids with terminal alkynes and subsequent regioselective 5-exo-dig cyclization produces (Z)-alkylidenefuranones in good yields.

  钯催化的β-溴-α，β-不饱和羧酸与末端炔烃的偶合以及随后的区域选择性5 -exo-dig环化反应可产生高收率的（Z）-亚烷基呋喃酮。
• Microwave-Assisted Copper-Powder-Catalyzed Synthesis of Pyrimidinones from β-Bromo α,β-Unsaturated Carboxylic Acids and Amidines
  作者：Chan Cho、Son Ho

  DOI：10.1055/s-0033-1340283

  日期：——

  β-Bromo α,β-unsaturated carboxylic acids were coupled and cyclized with amidine hydrochlorides by microwave irradiation in the presence of catalytic amounts of copper powder and a base to give the corresponding pyrimidinones in high yields.

  在催化量的铜粉和碱存在下，通过微波辐射将β-溴α,β-不饱和羧酸与脒盐酸盐偶联并环化，以高产率得到相应的嘧啶酮。
• Palladium-catalyzed three-component cyclization of 2-bromocyclohex-1-enecarboxylic acids with carbon monoxide and arylhydrazines leading to 2-anilinohydroisoindoline-1,3-diones
  作者：Il Chul Yoon、Chan Sik Cho

  DOI：10.1002/aoc.3274

  日期：2015.4

  2‐Bromocyclohex‐1‐enecarboxylic acids are carbonylatively cyclized with arylhydrazines or their hydrochlorides in tetrahydrofuran at 120 °C under carbon monoxide pressure in the presence of a catalytic amount of PdCl2 and 1,3‐bis(diphenylphosphino)propane along with Et3N to give 2‐anilinohydroisoindoline‐1,3‐diones. Copyright © 2015 John Wiley & Sons, Ltd.

  在催化量的PdCl 2和1,3-双（二苯基膦基）丙烷与Et 3存在下，在120°C，一氧化碳压力下，将芳基肼或其盐酸盐与2-溴环己基-1-烯羧酸羰基化环化。N生成2-苯胺基氢异吲哚啉-1,3-二酮。版权所有©2015 John Wiley＆Sons，Ltd.
• Palladium-catalyzed carbonylative cyclization of β-bromo-α,β-unsaturated carboxylic acids with 2,2-dimethylhydrazine leading to 1-(dimethylamino)-1<i>H</i> -pyrrole-2,5-diones
  作者：Yeon Kyu Bae、Chan Sik Cho

  DOI：10.1002/aoc.3111

  日期：2014.4

  β‐Bromo‐α,β‐unsaturated carboxylic acids are carbonylatively cyclized with 2,2‐dimethylhydrazine under carbon monoxide pressure in THF in the presence of a catalytic amount of a palladium catalyst along with a base to give 1‐(dimethylamino)‐1H‐pyrrole‐2,5‐diones. Copyright © 2014 John Wiley & Sons, Ltd.