4-bromophenyl 2-diazoacetate | 1416434-13-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-bromophenyl 2-diazoacetate
• 英文别名: (4-bromophenyl) (2E)-2-diazoacetate
• CAS: 1416434-13-3
• 化学式: C₈H₅BrN₂O₂
• 分子量: 241.044
• InChiKey: ADCLHILALSHZEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  28.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-bromophenyl 2-diazoacetate 、 对甲苯磺酰肼 在 四丁基碘化铵 作用下， 以 异丙醇 为溶剂， 反应 24.0h， 以48%的产率得到4-bromophenyl 2-tosylacetate
  参考文献：
  名称：

  Bu₄NI-Catalyzed Cross-Coupling between Sulfonyl Hydrazides and Diazo Compounds To Construct β-Carbonyl Sulfones Using Molecular Oxygen

  摘要：

  A new cross-coupling reaction between sulfonyl hydrazides and diazo compounds has been established, leading to a variety of beta-carbonyl sulfones in good yields. This methodology was distinguished by simple manipulation, easily available starting materials, and wide substrate scope. A plausible mechanism involving a radical process was proposed based upon the experimental observations and literature.

  DOI：

  10.1021/acs.orglett.6b02532
• 作为产物：
  描述：

  4-溴苯酚 在 吡啶 、 N,N′-双(对甲苯磺酰)肼 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 0.58h， 生成 4-bromophenyl 2-diazoacetate
  参考文献：
  名称：

  N-Heterocyclic Carbene-Catalyzed Ireland–Coates Claisen Rearrangement: Synthesis of Functionalized β-Lactones

  摘要：

  The N-heterocyclic carbene (NHC)-catalyzed Claisen rearrangement of hybrid Ireland-Coates structures has been achieved, allowing the stereoselective synthesis of highly functionalized beta-lactones. The reaction proceeds with high diastereoselectivity (>20:1) and affords a diverse range of beta-lactone fused cyclopentanes. Mechanistic studies are detailed.

  DOI：

  10.1021/ja310449k

文献信息

• In situ generation of nitrilium from nitrile ylide and the subsequent Mumm rearrangement: copper-catalyzed synthesis of unsymmetrical diacylglycine esters
  作者：Jijun Chen、Ying Shao、Liang Ma、Meihua Ma、Xiaobing Wan

  DOI：10.1039/c6ob02037b

  日期：——

  A novel in situ generation of nitrilium from a nitrile ylide and the subsequent Mumm rearrangement of carboxylic acid, nitrile, and diazo compounds gave various unsymmetrical diacylglycine esters in moderate to high yields. This copper-catalyzed cascade reaction enables one-pot generation of two C–N bonds, one CO bond, and one C–H bond, with nitrogen as the only byproduct. The reaction has a broad

  从腈基叶腈中原位生成新的腈以及随后的羧酸，腈和重氮化合物的Mumm重排以中等到高收率得到了各种不对称的二酰基甘氨酸酯。这种铜催化的级联反应可以一锅生成两个C–N键，一个C O键和一个C–H键，而氮是唯一的副产物。该反应具有宽泛的官能团耐受性，反应迅速，易于放大至100 mmol规模，并且对空气和湿气不敏感。
• DIRHODIUM CATALYST COMPOSITIONS AND SYNTHETIC PROCESSES RELATED THERETO
  申请人：EMORY UNIVERSITY

  公开号：US20140155643A1

  公开（公告）日：2014-06-05

  This disclosure relates to compositions comprising dirhodium catalysts and uses related thereto, e.g., in enantioselective transformations of donor/acceptor carbenoids. In certain embodiments, the dirhodium catalyst comprises a cyclopropyl ring substituted with a carboxylic acid ligand. In certain embodiments, the disclosure relates to compositions comprising a compound of the following formula, or salts thereof wherein, R 1 , R 2 , and R 3 are defined herein.

  这项披露涉及包含二铑催化剂的组合物及其相关用途，例如，在供体/受体卡宾的对映选择性转化中的用途。在某些实施例中，二铑催化剂包括一个环丙基环上取代有一个羧酸配体。在某些实施例中，该披露涉及包含以下式的化合物或其盐的组合物，其中R1、R2和R3在此处定义。
• US8975428B2
  申请人：——

  公开号：US8975428B2

  公开（公告）日：2015-03-10
• [EN] DIRHODIUM CATALYST COMPOSITIONS AND SYNTHETIC PROCESSES RELATED THERETO<br/>[FR] COMPOSITIONS DE CATALYSEUR DIRHODIUM ET PROCÉDÉS DE SYNTHÈSE S'Y RAPPORTANT
  申请人：UNIV EMORY

  公开号：WO2012167198A2

  公开（公告）日：2012-12-06

  This disclosure relates to compositions comprising dirhodium catalysts and uses related thereto, e.g., in enantioselective transformations of donor/acceptor carbenoids. In certain embodiments, the dirhodium catalyst comprises a cyclopropyl ring substituted with a carboxylic acid ligand. In certain embodiments, the disclosure relates to compositions comprising a compound of the following formula, or salts thereof wherein, R1, R2, and R3 are defined herein.