2-碘-6-甲氧基萘 | 67886-69-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 2-碘-6-甲氧基萘
• 英文名称: 2-iodo-6-methoxynaphthalene
• 英文别名: 6-methoxy-2-iodonaphthalene
• CAS: 67886-69-5
• 化学式: C₁₁H₉IO
• 分子量: 284.096
• InChiKey: RATKEICSZQPVCV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-碘-6-甲氧基萘 在 sodium hydride 、 sodium iodide 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 10.0h， 以75%的产率得到2-萘甲醚
  参考文献：
  名称：

  氢化钠-碘化物复合物对卤代芳烃进行加氢脱卤

  摘要：

  在碘化锂（LiI）存在下，氢化钠（NaH）可以实现卤代（杂）芳烃加氢溴化和碘化的简单方法。机理研究表明，在当前过程中发生了异常的协同的亲核芳族取代。

  DOI：

  10.1002/anie.201611495
• 作为产物：
  描述：

  2-萘甲醚 在 碘酸 硫酸 、 碘 、 溶剂黄146 、 氢碘酸 作用下， 反应 22.0h， 以53%的产率得到2-碘-6-甲氧基萘
  参考文献：
  名称：

  Chiral Ru-Based Complexes for Asymmetric Olefin Metathesis:  Enhancement of Catalyst Activity through Steric and Electronic Modifications

  摘要：

  Design, synthesis, characterization, and catalytic activity of six enantiomerically pure Ru-based metathesis catalysts are disclosed (3a-3f). The new chiral catalysts were prepared through steric and electronic alterations of the parent catalyst system (3). The present studies indicate that the effect of structural modifications of chiral complex 3 does not always correspond to those of the related achiral complexes. The present findings illustrate that modified Ru complexes (3e and 3f) deliver reactivity levels that are more than 2 orders of magnitude higher than 3. Reactivity and physical data are provided that shed light on the origin of activity differences. Some members of the new generation of chiral Ru catalysts promote asymmetric ring-opening (AROM) and ring-closing (ARCM) metatheses that cannot be effected by the first generation chiral catalyst (3).

  DOI：

  10.1021/ja0302228

文献信息

• Carboxyboronate as a Versatile In Situ CO Surrogate in Palladium‐Catalyzed Carbonylative Transformations
  作者：Chieh‐Hung Tien、Alina Trofimova、Aleksandra Holownia、Branden S. Kwak、Reed T. Larson、Andrei K. Yudin

  DOI：10.1002/anie.202010211

  日期：2021.2.19

  highlighted in the palladium‐catalyzed aminocarbonylation, alkoxycarbonylation, carbonylative Sonogashira coupling, and carbonylative Suzuki–Miyaura coupling of aryl halides. A variety of amides, esters, (hetero)aromatic ynones, and bis(hetero)aryl ketones were synthesized in good‐to‐excellent yields in a one‐pot fashion.

  羧基-MIDA-硼酸酯的应用（MIDA = N-甲基亚氨基二乙酸）作为各种钯催化转化的原位CO替代物进行了描述。先前曾证明，羧基MIDA硼酸酯是合成硼酸化杂环化合物的长凳稳定的含硼结构单元。本研究表明，羧基-MIDA-硼酸酯除了可用作杂环合成的前体外，它还是一种出色的原位CO替代物，可耐受胺，醇和碳基亲核试剂等反应性功能。在钯催化的氨基羰基化，烷氧基羰基化，羰基化的Sonogashira偶联和芳基卤化物的羰基化的Suzuki-Miyaura偶联中，突出了其广泛的官能团相容性。各种酰胺，酯，（杂）芳族炔酮
• [EN] ANTIPROLIFERATIVE BENZO [B] AZEPIN- 2 - ONES<br/>[FR] BENZO[B]AZÉPIN-2-ONES INHIBITRICES DE LA PROLIFÉRATION
  申请人：HOFFMANN LA ROCHE

  公开号：WO2014009495A1

  公开（公告）日：2014-01-16

  Disclosed are compounds of Formula (I) or pharmaceutically acceptable salts thereof, wherein W, X, Y, Z, R1, R2, R3 and R4 are described in this application, and methods of using said compounds in the treatment of cancer.

  公开了公式(I)的化合物或其药物可接受的盐，其中W、X、Y、Z、R1、R2、R3和R4在本申请中有所描述，以及使用所述化合物治疗癌症的方法。
• Nickel/Photoredox‐Catalyzed Asymmetric Reductive Cross‐Coupling of Racemic α‐Chloro Esters with Aryl Iodides
  作者：Haixing Guan、Qianwen Zhang、Patrick J. Walsh、Jianyou Mao

  DOI：10.1002/anie.201914175

  日期：2020.3.23

  A unique nickel/organic photoredox co-catalyzed asymmetric reductive cross-coupling between α-chloro esters and aryl iodides is developed. This cross-electrophile coupling reaction employs an organic reductant (Hantzsch ester), whereas most reductive cross-coupling reactions use stoichiometric metals. A diverse array of valuable α-aryl esters is formed under these conditions with high enantioselectivities

  开发了一种独特的镍/有机光氧化还原共催化的α-氯代酯与芳基碘化物之间的不对称还原交叉偶联。该亲电子交联反应使用有机还原剂（Hantzsch酯），而大多数还原性交联反应使用化学计量的金属。在这些条件下，形成了一系列有价值的α-芳基酯，具有高对映选择性（最高94％）和良好的收率（最高88％）。α-芳基酯代表非甾体抗炎药的重要家族。这种新颖的协同策略扩大了镍催化的还原性不对称交叉偶联反应的范围。
• <i>gem</i> ‐Difluoroallylation of Aryl Halides and Pseudo Halides with Difluoroallylboron Reagents in High Regioselectivity
  作者：Shu Sakamoto、Trevor W. Butcher、Jonathan L. Yang、John F. Hartwig

  DOI：10.1002/anie.202111476

  日期：2021.12

  coupling of a difluoroallylboronate with aryl and heteroaryl halides and triflates provides a convenient and broadly applicable synthesis of difluoroallylarenes. The difluoroallyl boron reagent is formed by a copper-catalyzed defluorinative borylation of the inexpensive reagent 3,3,3-trifluoropropene, and the products undergo a wide range of reactions to a series of difluoro-substituted analogs of common

  二氟烯丙基硼酸酯与芳基和杂芳基卤化物和三氟甲磺酸酯的偶联提供了方便且广泛适用的二氟烯丙基芳烃的合成。二氟烯丙基硼试剂是通过铜催化的廉价试剂 3,3,3-三氟丙烯的脱氟硼基化形成的，并且产物经历广泛的反应，形成一系列常见的具有生物价值的结构单元的二氟取代的类似物。
• Nickel-Mediated Inter- and Intramolecular Reductive Cross-Coupling of Unactivated Alkyl Bromides and Aryl Iodides at Room Temperature
  作者：Chang-Song Yan、Yu Peng、Xiao-Bo Xu、Ya-Wen Wang

  DOI：10.1002/chem.201200190

  日期：2012.5.7

  A nickel‐mediated intermolecular reductive cross‐coupling reaction of unactivated alkyl bromides and aryl iodides at room temperature has been developed and successfully extended to less explored intramolecular versions and tandem cyclization‐intermolecular cross‐coupling. Highly stereoselective (or stereospecific) synthesis of linear‐fused perhydrofuro[2,3‐b]furan (pyran) and spiroketal skeletons

  已开发出室温下未活化的烷基溴和芳基碘的镍介导的分子间还原性交叉偶联反应，并成功地扩展到较少探索的分子内版本和串联环化-分子间交叉偶联。线性稠合的全氢呋喃[2,3- b ]呋喃（吡喃）和螺环骨架的高度立体选择性（或立体定向）合成可以快速获得这些有用的结构单元，这在相关天然产物的合成中可能具有潜在的价值。给出了形成连续立体中心的合理解释。