苯乙醛,2-碘- | 109347-41-3

• 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: 苯乙醛,2-碘-
• 英文名称: 2-(2-iodophenyl)acetaldehyde
• 英文别名: (2-iodophenyl)acetaldehyde
• CAS: 109347-41-3
• 化学式: C₈H₇IO
• 分子量: 246.047
• InChiKey: ZMOIBLKIUKDUFP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  苯乙醛,2-碘- 在 zinc(II) chloride 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 (2R)-N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)-2-(2-iodobenzyl)-5,6-didehydro-piperidin-4-one
  参考文献：
  名称：

  Palladium-catalysed C–C coupling reactions in the enantioselective synthesis of 2,4-disubstituted 4,5-dehydropiperidines using galactosylamine as a stereodifferentiating auxiliary

  摘要：

  Stereoselective synthesis of enantiomerically pure 2,4-disubstituted piperidine derivatives, which are considered interesting pharmacophoric structures, was achieved starting with a tandem Mannich-Michael reaction sequence on O-pivaloylated N-galactosyl aldimines. Subsequent conversion of the thus formed 2-substituted dehydropiperidinones into the corresponding enol tri-flates was carried out by conjugate hydride addition and trapping the enolate with N,N-bis(trifluoromethanesulfonyl)aniline. Their Suzuki-Miyaura coupling with aryl and heteroaryl boronic acids was performed under, conditions compatible with the carbohydrate structure, in particular, with the sensitive N-glycosidic bond. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.11.074
• 作为产物：
  描述：

  2-(2-碘苯基)乙酸甲酯 在 二异丁基氢化铝 、 2-碘酰基苯甲酸 作用下， 以 四氢呋喃 、 正己烷 、 乙酸乙酯 为溶剂， 反应 8.0h， 生成 苯乙醛,2-碘-
  参考文献：
  名称：

  分子内还原镍催化立体选择性合成鬼臼木核

  摘要：

  镍催化还原还原级联的非对映体控制的THN [2,3-c]呋喃。温和的反应条件导致了宽泛的官能团的耐受性，这些官能团几乎可以以良好的产率置于该骨架的每个位置。还提出了在串联环化偶联过程中观察到的反式或顺式融合选择性的构象控制。

  DOI：

  10.1039/c8cc00001h

文献信息

• Synthesis of Indolines via a Domino Cu-Catalyzed Amidation/Cyclization Reaction
  作者：Ana Minatti、Stephen L. Buchwald

  DOI：10.1021/ol8008792

  日期：2008.7.3

  A highly efficient one-pot procedure for the synthesis of indolines and their homologues based on a domino Cu-catalyzed amidation/nucleophilic substitution reaction has been developed. Substituted 2-iodophenethyl mesylates and related compounds afforded the corresponding products in excellent yields. No erosion of optical purity was observed when transforming enantiomerically pure mesylates under the

  已经开发了一种基于多米诺铜催化的酰胺化/亲核取代反应合成二氢吲哚及其同系物的高效一锅法。取代的 2-碘苯乙基甲磺酸酯和相关化合物以优异的产率提供了相应的产品。在反应条件下转化对映体纯的甲磺酸盐时，没有观察到光学纯度的降低。
• [EN] KRAS G12C INHIBITORS<br/>[FR] INHIBITEURS DE KRAS G12C
  申请人：MIRATI THERAPEUTICS INC

  公开号：WO2020146613A1

  公开（公告）日：2020-07-16

  The present invention relates to compounds that inhibit KRas G12C. In particular, the present invention relates to compounds that irreversibly inhibit the activity of KRas G12C, pharmaceutical compositions comprising the compounds and methods of use therefor.

  本发明涉及抑制KRas G12C的化合物。特别是，本发明涉及不可逆地抑制KRas G12C活性的化合物，包括含有这些化合物的药物组合物及其用途方法。
• Synthesis of 3,4-Fused Tricyclic Indoles through Cascade Carbopalladation and C–H Amination: Development and Total Synthesis of Rucaparib
  作者：Cang Cheng、Xiang Zuo、Dongdong Tu、Bin Wan、Yanghui Zhang

  DOI：10.1021/acs.orglett.0c01513

  日期：2020.7.2

  3,4-Fused tricyclic indole scaffolds are ubiquitous in bioactive natural products and pharmaceuticals. A new protocol for the synthesis of 3,4-fused tricyclic indoles has been developed through cascade carbopalladation and C–H amination with N,N-di-tert-butyldiaziridinone. The protocol allows access to a range of 3,4-fused tricyclic indoles, including those containing various linkers and fused with

  3,4-融合的三环吲哚支架在生物活性天然产物和药物中普遍存在。通过级联碳氢键合和N，N-二叔丁基二氮杂吡啶酮的CH-H胺化反应，已开发出一种新的3,4-稠合三环吲哚合成方法。该协议允许访问一系列3,4-稠合的三环吲哚，包括那些包含各种接头并与中等大小的环稠合的吲哚。Rucaparib可以通过该反应合成，为FDA批准的癌症药物提供了一种有利的合成方法。
• Synthesis of Substituted Naphthalenes and Carbazoles by the Palladium-Catalyzed Annulation of Internal Alkynes
  作者：Qinhua Huang、Richard C. Larock

  DOI：10.1021/jo034449x

  日期：2003.9.1

  An efficient synthesis of highly substituted naphthalenes has been developed by the palladium-catalyzed annulation of a variety of internal alkynes, in which two new carbon-carbon bonds are formed in a single step under relatively mild reaction conditions. This method has also been used to synthesize carbazoles, although a higher reaction temperature is necessary. The process involves arylpalladation

  通过钯催化的各种内部炔烃的环化反应，已开发出高效取代的萘的有效合成方法，其中，在相对温和的反应条件下，一个步骤即可形成两个新的碳-碳键。尽管需要更高的反应温度，但是该方法也已经用于合成咔唑。该方法涉及炔烃的芳基palladation，随后是分子内的Heck烯烃化和双键异构化。该方法可容纳各种官能团，并以良好或优异的收率提供预期的高度取代的萘和咔唑。
• 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。

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