(1-naphthylmethyl)zinc chloride | 1372433-71-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (1-naphthylmethyl)zinc chloride
• 英文别名: (1-naphthyl)methylzinc chloride
• CAS: 1372433-71-0
• 化学式: C₁₁H₉ClZn
• 分子量: 242.035
• InChiKey: GRPQTGBLIBVHCL-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.58
• 重原子数：
  13.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 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：

  (1-naphthylmethyl)zinc chloride 在 四乙基溴化铵 、 溴 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.67h， 生成 1-(2-bromo-2,2-difluoroethyl)naphthalene
  参考文献：
  名称：

  Reactions of organozinc reagents with potassium bromodifluoroacetate

  摘要：

  A practical method for the synthesis of gem-difluorinated compounds from organozinc reagents is described. Potassium bromodifluoroacetate serves as a source of CF2-fragment, which is inserted into carbon zinc bond of organozinc reagents. The intermediate difluorinated organozinc species can be protonated, brominated or coupled with allylic electrophiles. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2014.08.021
• 作为产物：
  描述：

  (氯甲基)萘 、 alkaline earth salt of/the/ methylsulfuric acid 以 四氢呋喃 为溶剂， 生成 (1-naphthylmethyl)zinc chloride
  参考文献：
  名称：

  Reactions of organozinc reagents with potassium bromodifluoroacetate

  摘要：

  A practical method for the synthesis of gem-difluorinated compounds from organozinc reagents is described. Potassium bromodifluoroacetate serves as a source of CF2-fragment, which is inserted into carbon zinc bond of organozinc reagents. The intermediate difluorinated organozinc species can be protonated, brominated or coupled with allylic electrophiles. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2014.08.021

文献信息

• Reactions of Difluorocarbene with Organozinc Reagents
  作者：Vitalij V. Levin、Artem A. Zemtsov、Marina I. Struchkova、Alexander D. Dilman

  DOI：10.1021/ol400122k

  日期：2013.2.15

  Reactions of difluorocarbene with benzyl and alkylzinc halides leading to fluorinated organozinc species have been described. The generated α-difluorinated organozinc reagents are reasonably stable in solution and can be quenched with external electrophiles (iodine, bromine, proton), affording compounds containing the CF2 fragment.

  已经描述了二氟卡宾与苄基和烷基锌卤化物的反应导致氟化的有机锌物质的反应。生成的α-二氟有机锌试剂在溶液中相当稳定，可以用外部亲电试剂（碘，溴，质子）淬灭，得到含有CF 2片段的化合物。
• Copper-Catalyzed Coupling of Acyl Chlorides with <i>gem</i>-Difluorinated Organozinc Reagents via Acyl Dithiocarbamates
  作者：Salavat S. Ashirbaev、Vitalij V. Levin、Marina I. Struchkova、Alexander D. Dilman

  DOI：10.1021/acs.joc.7b02598

  日期：2018.1.5

  A cross-coupling of acyl chlorides with gem-difluorinated organozinc reagents affording difluorinated ketones is described. In the reaction, acyl chlorides are first treated with potassium dithiocarbamate to generate S-acyl dithiocarbamates, which couple with organozincs in the presence of a copper(I) catalyst.

  描述了酰氯与提供二氟化酮的宝石-二氟化有机锌试剂的交叉偶联。在该反应中，首先用二硫代氨基甲酸钾处理酰氯，生成S-酰基二硫代氨基甲酸酯，然后在铜（I）催化剂存在下将其与有机锌偶联。
• Copper-Catalyzed Allylation of α,α-Difluoro-Substituted Organozinc Reagents
  作者：Artem A. Zemtsov、Nikolay S. Kondratyev、Vitalij V. Levin、Marina I. Struchkova、Alexander D. Dilman

  DOI：10.1021/jo4024705

  日期：2014.1.17

  method for the coupling of organozinc reagents, difluorocarbene, and allylic electrophiles is described. The reaction involves insertion of difluorocarbene into the carbon–zinc bond followed by copper-catalyzed allylic substitution.

  描述了一种用于偶联有机锌试剂，二氟卡宾和烯丙基亲电试剂的方法。反应包括将二​​氟卡宾插入碳-锌键，然后进行铜催化的烯丙基取代。
• Reactions of 1,1-difluoroalkylzinc halides with chlorinating reagents
  作者：V. O. Smirnov、A. S. Maslov、V. V. Levin、M. I. Struchkova、A. D. Dilman

  DOI：10.1007/s11172-014-0778-1

  日期：2014.11

  Compounds bearing chlorodifluoromethyl group can be assembled from organozinc chlorides, (chlorodifluoromethyl)trimethylsilane (Me3SiCF2Cl), and sulfuryl chloride as a chlorine source. Reactions of 1,1-difluoro-substituted organozinc bromides (RCF2ZnBr) with different chlorinating reagents lead to predominant or partial formation of the products bearing bromodifluoromethyl group.

  带有氯二氟甲基的化合物可以由有机氯化锌、（氯二氟甲基）三甲基硅烷 (Me3SiCF2Cl) 和作为氯源的磺酰氯组装而成。1,1-二氟取代的有机溴化锌 (RCF2ZnBr) 与不同氯化试剂的反应导致主要或部分形成带有溴二氟甲基的产物。
• [EN] COMPOUNDS, COMPOSITIONS AND METHODS FOR HISTONE LYSINE DEMETHYLASE INHIBITION<br/>[FR] COMPOSÉS, COMPOSITIONS ET MÉTHODES POUR L'INHIBITION DE L'HISTONE LYSINE DÉMÉTHYLASE
  申请人：FIBROGEN INC

  公开号：WO2022047230A1

  公开（公告）日：2022-03-03

  The present disclosure relates generally to compounds and pharmaceutical compositions for the selective inhibition of histone lysine demethylase5 (KDM5), particularly KDM5B, and methods of their use in treating conditions and diseases associated with KDM5 activity.

  本公开涉及一般用于选择性抑制组蛋白赖氨酸去甲基化酶5（KDM5），特别是KDM5B的化合物和药物组合物，以及它们在治疗与KDM5活性相关的病症和疾病中的使用方法。