1-tosyl-1H-indole-4-carbaldehyde | 79681-04-2

• 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: 1-tosyl-1H-indole-4-carbaldehyde
• 英文别名: N-tosylindole-4-carboxaldehyde；1-[(4-methyl-phenyl)-sulfonyl]-1H-indol-4-carboxaldehyde；1-(4-methylphenyl)sulfonylindole-4-carbaldehyde
• CAS: 79681-04-2
• 化学式: C₁₆H₁₃NO₃S
• 分子量: 299.35
• InChiKey: YMEZZGXKZZPIJQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  64.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-tosyl-1H-indole-4-carbaldehyde 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 以71%的产率得到4-吲哚甲醛
  参考文献：
  名称：

  Hatanaka, Naoto; Watanabe, Nobuko; Matsumoto, Masakatsu, Heterocycles, 1986, vol. 24, # 7, p. 1987 - 1996

  摘要：

  DOI：
• 作为产物：
  描述：

  5-phenylthio-4-(phenylthio)methylidene-1-(p-toluenesulfonyl)-4,5,6,7-tetrahydroindole 在 copper dichloride 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 以53.8%的产率得到1-tosyl-1H-indole-4-carbaldehyde
  参考文献：
  名称：

  Hatanaka, Naoto; Watanabe, Nobuko; Matsumoto, Masakatsu, Heterocycles, 1986, vol. 24, # 7, p. 1987 - 1996

  摘要：

  DOI：

文献信息

• Guanidinium Ylide Mediated Aziridination from Arylaldehydes: Scope and Limitations in the Formation of Unactivated 3-Arylaziridine-2-carboxylates
  作者：Tsutomu Ishikawa、Yukiko Oda、Kihito Hada、Marie Miyata、Chisato Takahata、Yukiko Hayashi、Masato Takahashi、Naoki Yajima、Makiko Fujinami

  DOI：10.1055/s-0033-1341233

  日期：——

  Abstract The scope and limitations of guanidinium ylide mediated aziridinations from arylaldehydes yielding unactivated 3-arylaziridine-2-carboxylates, applicable to asymmetric synthesis, are discussed. The scope and limitations of guanidinium ylide mediated aziridinations from arylaldehydes yielding unactivated 3-arylaziridine-2-carboxylates, applicable to asymmetric synthesis, are discussed.

  摘要 讨论了由芳基醛产生的未活化的3-芳基氮丙啶-2-羧酸酯的芳基醛介导的啶基lide啶化的范围和局限性，适用于不对称合成。 讨论了由芳基醛产生的未活化的3-芳基氮丙啶-2-羧酸酯的芳基醛介导的啶基lide啶化的范围和局限性，适用于不对称合成。
• Regioselective α-Deuteration of Michael Acceptors Mediated by Isopropylamine in D₂O/AcOD
  作者：Vinod G. Landge、Kendra K. Shrestha、Aaron J. Grant、Michael C. Young

  DOI：10.1021/acs.orglett.0c03839

  日期：2020.12.18

  hydrogen/deuterium exchange is an important method to access deuterated compounds for chemical and biological studies. Herein is reported the first method for the regioselective α-deuteration of enals and enones. The transformation features D2O and AcOD as deuterium sources and amines as organocatalysts. The deuteration strategy is scalable and works on enals with a variety of substituted arene or heterocycle

  特定地点的氢/氘交换是获取用于化学和生物研究的氘化化合物的重要方法。本文报道了第一种对 enals 和 enones 进行区域选择性 α-氘化的方法。转化的特点是 D 2 O 和 AcOD 作为氘源，胺作为有机催化剂。氘化策略是可扩展的，适用于具有各种取代芳烃或杂环基序以及烯酮的 enal。该方法已应用于氘代药物前体的合成。
• [EN] SERINE/THREONINE PAK1 INHIBITORS<br/>[FR] INHIBITEURS DE SÉRINE/THRÉONINE PAK1
  申请人：HOFFMANN LA ROCHE

  公开号：WO2013026914A1

  公开（公告）日：2013-02-28

  Compounds having the formula I wherein A, Z, R1a, R1b, R2, R3, R4, R5, R6, R7, R9, R10, Ra, Rb and n are as defined herein are inhibitors of PAK1. Also disclosed are compositions and methods for treating cancer and hyperproliferative disorders.

  具有以下式I的化合物，其中A、Z、R1a、R1b、R2、R3、R4、R5、R6、R7、R9、R10、Ra、Rb和n的定义如本文所述，是PAK1的抑制剂。还公开了用于治疗癌症和高增殖性疾病的组合物和方法。
• Syntheses of Polycyclic Tetrahydrofurans by Cascade Reactions Consisting of Five-Membered Ring Selective Prins Cyclization and Friedel–Crafts Cyclization
  作者：Yuki Sakata、Eiko Yasui、Kazuhiko Takatori、Yuji Suzuki、Megumi Mizukami、Shinji Nagumo

  DOI：10.1021/acs.joc.8b01195

  日期：2018.8.17

  homocinnamyl alcohols and aromatic aldehydes with BF3·OEt2 in CH2Cl2 afforded hydrocyclopentafurans. Also hydrocyclopentafurans underwent the same cascade reaction after its furan ring cleavage upon treatment with BF3·OEt2 at room temperature. Various combinations of hydropentafurans and aromatic aldehydes or indole aldehydes permitted divergent synthesis of diquinane-furans stuck in aromatic rings.

  据报道，由五元环选择性Prins环化和随后的Friedel-Crafts环化组成的新型级联反应。用CH 3 Cl 2中的BF 3 ·OEt 2处理高肉桂醇和芳香醛，得到氢呋喃呋喃。在室温下用BF 3 ·OEt 2处理后，氢呋喃五呋喃的呋喃环裂解后也经历相同的级联反应。氢五呋喃与芳族醛或吲哚醛的各种组合允许散布在芳环中的二喹烷-呋喃的合成。
• Thiazolidinedione derivatives, method for preparing the derivatives and
  申请人：Senga Pharmaceutical Laboratory Inc.

  公开号：US05811439A1

  公开（公告）日：1998-09-22

  A thiazolidinedione derivative represented by the following general formula (I): ##STR1## \x9bwherein the dotted line represents a single bond or a double bond, the thiazolidinedione ring residue is linked to either of 2-, 3-, 4-, 5- and 6-positions on the indole ring and R represents a group selected from the group consisting of hydrogen atom and alkyl, alkenyl, alkynyl, phenyl, aralkyl, heterocycloalkyl, arylsulfonyl and arylaminocarbonyl groups! or a pharmaceutically acceptable salt thereof exhibits excellent effects of reducing the blood sugar level and of reducing the lipid concentration in blood and is accordingly useful as a therapeutic agent for treating diabates mellitus. These derivatives and pharmaceutically acceptable salt thereof are almost free of any side effect.

  以下是通用公式（I）所代表的噻唑烷二酮衍生物：##STR1## 其中虚线代表单键或双键，噻唑烷二酮环残基连接到吲哚环的2-、3-、4-、5-和6-位置中的任一位置，R代表从氢原子和烷基、烯基、炔基、苯基、芳基烷基、杂环烷基、芳基磺酰基和芳基氨基甲酰基组成的群中选择的一个群！或其药学上可接受的盐表现出降低血糖水平和降低血液中脂质浓度的优异效果，因此可用作治疗糖尿病的治疗剂。这些衍生物及其药学上可接受的盐几乎没有任何副作用。