邻溴苯基溴化镁 | 118834-40-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 邻溴苯基溴化镁
• 英文名称: o-bromophenylmagnesium bromide
• 英文别名: (2-bromophenyl)magnesium bromide
• CAS: 118834-40-5
• 化学式: C₆H₄Br₂Mg
• 分子量: 260.211
• InChiKey: WRZAWVGHBFXZLR-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.09
• 重原子数：
  9.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  邻溴苯基溴化镁 在 正丁基锂 作用下， 以 乙醚 为溶剂， 反应 0.75h， 生成 2-(1-Hydroxyethyl)phenyl p-tolyl sulfoxide
  参考文献：
  名称：

  Regiospecific ortho lithiation of o-halophenyl p-tolyl sulfoxides and synthesis of meta-substituted optically active aryl alcohols

  摘要：

  DOI：

  10.1021/jo00019a053
• 作为产物：
  描述：

  1,2-二溴苯 生成 邻溴苯基溴化镁
  参考文献：
  名称：

  VAN, DEN WINKEL YVAR;AKKERMAN, OTTO S.;BICKELHAUPT, FRIEDRICH, MAIN GROUP METAL CHEM., 11,(1988) N-2, C. 91-106

  摘要：

  DOI：

文献信息

• Novel 4,1-benzoxazepine derivatives with potent squalene synthase inhibitory activities
  作者：Takashi Miki、Masakuni Kori、Hiroshi Mabuchi、Hiroshi Banno、Ryu-ichi Tozawa、Masahira Nakamura、Shigekazu Itokawa、Yasuo Sugiyama、Hidefumi Yukimasa

  DOI：10.1016/s0968-0896(01)00290-5

  日期：2002.2

  inhibitory activity. Among such compounds, the 5-(2,3-dimethoxyphenyl) derivative 2t exhibited potent inhibition of cholesterol biosynthesis in HepG2 cells. As a result of optical resolution study of 2t, the absolute stereochemistry required for inhibitory activity was determined to be 3R,5S. In vivo study showed that the sodium salt of (3R,5S)-7-chloro-5-(2,3-dimethoxyphenyl)-1-neopentyl-2-oxo-1,2,3,5-tetrahydro-4

  合成了一系列的（3,5-反式）-2-氧代-5-苯基-1,2,3,5-四氢-4,1-苯并x氮平衍生物，并评价了其对角鲨烯合酶的抑制作用和对胆固醇生物合成的抑制作用。通过修饰先导化合物1a和1b的取代基，发现在1位带有异丁基和新戊基，在7位具有氯原子和在氯原子上具有4，1-苯并氮杂氮杂-3-乙酸衍生物。在5-苯环的2'-位上的甲氧基具有强力的角鲨烯合酶抑制活性。在这些化合物中，5-（2,3-二甲氧基苯基）衍生物2t在HepG2细胞中显示出有效的胆固醇生物合成抑制作用。作为2t光学拆分研究的结果，抑制活性所需的绝对立体化学被确定为3R，5S。
• Synthesis of 2-Hydroxy-2′-aroyl-1,1′-biaryls via Oxidative Ring-Opening of 9<i>H</i>-Fluoren-9-ols
  作者：Xiaoping Xue、Biqiong Hong、Jia Feng、Zhenhua Gu

  DOI：10.1021/acs.orglett.1c03849

  日期：2022.1.21

  ring-opening reaction of 4,5-disubstituted 9H-fluoren-9-ols by cleavage of a carbon–carbon bond is reported. 2-Hydroxy-2′-aroyl-1,1′-biaryls can be efficiently prepared by simply heating the mixture of fluoren-9-ols, Oxone, and 1,1,1,3,3,3-hexafluoroisopropanol at 60 °C for 4 h. The persulfate-involved ring-expansion processes were proposed and supported by the DFT calculations.

  4,5-二取代的 9 H -fluoren-9-ols的 Oxone 介导的氧化开环反应通过碳-碳键的断裂进行了报道。2-Hydroxy-2'-aroyl-1,1'-biaryls 可以通过简单地在 60° 下加热 fluoren-9-ols、Oxone 和 1,1,1,3,3,3-hexafluoroisopropanol 的混合物来有效地制备C 4 小时。DFT计算提出并支持过硫酸盐涉及的扩环过程。
• Asymmetric Desymmetrization via Metal‐Free C−F Bond Activation: Synthesis of 3,5‐Diaryl‐5‐fluoromethyloxazolidin‐2‐ones with Quaternary Carbon Centers
  作者：Junki Tanaka、Satoru Suzuki、Etsuko Tokunaga、Günter Haufe、Norio Shibata

  DOI：10.1002/anie.201603210

  日期：2016.8

  non‐activated aliphatic C−F bond in which a conceptually new desymmetrization of 1,3‐difluorides by silicon‐induced selective C−F bond scission is a key step. The combination of a cinchona alkaloid based chiral ammonium bifluoride catalyst and N,O‐bis(trimethylsilyl)acetoamide (BSA) as the silicon reagent enabled the efficient catalytic cycle of asymmetric Csp3−F bond cleavage under mild conditions with high enantioselectivities

  我们公开了非活化脂族CF键的首次不对称活化，其中硅诱导的选择性CF键断裂导致的概念上的1,3-二氟化物的新不对称化是关键步骤。基于金鸡纳生物碱的手性氟化氢铵催化剂和N，O-双（三甲基硅烷基）乙酰胺（BSA）作为硅试剂的组合，可在温和的条件下以高对映选择性有效地催化不对称C sp3- F键断裂。芳基在立体异构中心的邻位作用是显着的。该概念被用于不对称合成有前景的农业化学化合物，带有季碳中心的3,5-二芳基-5-氟甲基恶唑烷-2-酮。
• Aryloxy-Substituted Benzimidazole Derivatives
  申请人：Hashimoto Noriaki

  公开号：US20080125429A1

  公开（公告）日：2008-05-29

  A glucokinase activator is provided; and a treatment and/or a preventive for diabetes, or a treatment and/or a preventive for diabetes such as retinopathy, nephropathy, neurosis, ischemic cardiopathy, arteriosclerosis, and further a treatment and/or a preventive for obesity are provided. The invention relates to a compound of a formula (I): [wherein R 1 and R 2 represent a hydrogen, etc.; R 3 represents a hydrogen atom, a halogen atom, etc.; R 4 each independently represents a hydrogen atom, a lower alkyl group, etc.; Q represents a carbon atom, a nitrogen atom or a sulfur atom (the sulfur atom may be mono- or di-substituted with an oxo group); R 5 and R 6 each represent a hydrogen atom, a lower alkyl group, etc.; X 1 , X 2 , X 3 and X 4 each independently represent a carbon atom or a nitrogen atom; Z represents an oxygen atom, a sulfur atom or a nitrogen atom; Ar represents an aryl or heteroaryl group optionally mono to tri-substituted with a group selected from the substituent group β; ring A represents a 5- or 6-membered nitrogen-containing heteroaromatic group; m indicates an integer of from 1 to 6; n indicates an integer of from 0 to 3; p indicates an integer of from 0 to 2 (provided that at least two of X 1 to X 4 are carbon atoms); q indicates 0 or 1] or its pharmaceutically-acceptable salt, which has an effect of glucokinase activation and is useful as a treatment for diabetes.

  本发明提供了一种葡萄糖激酶激活剂；以及用于糖尿病的治疗和/或预防，或用于糖尿病如视网膜病变、肾病、神经病、缺血性心脏病、动脉硬化等的治疗和/或预防，以及用于肥胖症的治疗和/或预防。本发明涉及一种化合物的公式(I)：[其中R1和R2分别表示氢等；R3表示氢原子、卤原子等；R4各自独立地表示氢原子、低级烷基等；Q表示碳原子、氮原子或硫原子（硫原子可以是单取代或双取代的氧基）；R5和R6各自表示氢原子、低级烷基等；X1、X2、X3和X4各自独立地表示碳原子或氮原子；Z表示氧原子、硫原子或氮原子；Ar表示芳基或杂环芳基，可选择性地单取代至三取代于β取代基；环A表示一个含氮的5-或6成员杂芳基；m表示1至6的整数；n表示0至3的整数；p表示0至2的整数（前提是X1至X4中至少有两个是碳原子）；q表示0或1]或其药学上可接受的盐，具有葡萄糖激酶激活的作用，并且可用作糖尿病的治疗。
• Stepwise Asymmetric Allylic Substitution‐Isomerization Enabled Mimetic Synthesis of Axially Chiral B,N‐Heterocycles
  作者：Xiu‐Lian Zhang、Jun Gu、Wen‐Hao Cui、Zhiwen Ye、Wenbin Yi、Qiang Zhang、Ying He

  DOI：10.1002/anie.202210456

  日期：2022.12.19

  By means of stepwise asymmetric allylic substitution-isomerization (AASI) strategy, diaxially chiral B,N-heterocycles bearing B−C and C−N axes that are related to the moieties of axially chiral enamines and arylborons were obtained. Density functional theory (DFT) studies demonstrated that the NH⋅⋅⋅π interactions played a unique effect on the promotion of stereospecific isomerization.

  通过逐步不对称烯丙基取代异构化（ AASI ）策略，获得了带有 B−C 和 C−N 轴的双轴手性 B,N 杂环，这些轴与轴向手性烯胺和芳基硼部分相关。密度泛函理论（DFT）研究表明，NH····π相互作用对促进立体异构化具有独特的作用。