(E)-3-(1-methyl-1H-pyrrol-2-yl)acrylaldehyde | 87234-31-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: (E)-3-(1-methyl-1H-pyrrol-2-yl)acrylaldehyde
• 英文别名: (2E)-3-(1-methyl-1H-pyrrol-2-yl)acrylaldehyde；(E)-3-(1-methylpyrrol-2-yl)prop-2-enal
• CAS: 87234-31-9
• 化学式: C₈H₉NO
• 分子量: 135.166
• InChiKey: UIGMRJNAMINTBB-HWKANZROSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 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：
  22
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-3-(1-methyl-1H-pyrrol-2-yl)acrylaldehyde 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 0.5h， 生成 3-(1-methylpyrrol-2-yl)prop-2-enol
  参考文献：
  名称：

  Franck, Burchard; Nonn, Ansgar; Fuchs, Klaus, Liebigs Annalen der Chemie, 1994, # 5, p. 503 - 510

  摘要：

  DOI：
• 作为产物：
  描述：

  (E)-1-methyl-2-(2-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)vinyl)-1H-pyrrole 在 AnberliteIR-120(H) ion 作用下， 以 水 为溶剂， 反应 13.0h， 以30%的产率得到(E)-3-(1-methyl-1H-pyrrol-2-yl)acrylaldehyde
  参考文献：
  名称：

  Effect of heteroaromatics on the photochromic properties of Bindone-Aryl SpiroCyclohexadienes

  摘要：

  DOI：

  10.1016/j.dyepig.2021.109619

文献信息

• C−H Alkenylation of Pyrroles by Electronically Matching Ligand Control
  作者：Hyun Tae Kim、Woohyeong Lee、Eunmin Kim、Jung Min Joo

  DOI：10.1002/asia.201800558

  日期：2018.9.4

  Directing group and substrate control strategies have frequently been employed for the regioselective C−H alkenylation of acid‐ and oxidant‐sensitive pyrrole heterocycles. We developed an undirected, aerobic strategy for the C−H alkenylation of N‐alkylpyrroles by ligand control. For C2‐alkenylation of electron‐rich N‐alkylpyrroles, an electrophilic palladium catalyst derived from Pd(OAc)2 and 4,5‐diazafluoren‐9‐one

  方向基和底物控制策略经常用于酸和氧化剂敏感的吡咯杂环的区域选择性CH烯基化。我们通过配体控制开发了N-烷基吡咯的C H烯基化的无向，好氧策略。对于富电子的N-烷基吡咯的C2-烯基化反应，使用了衍生自Pd（OAc）2和4,5-二氮杂芴-9-酮（DAF）的亲电钯催化剂。另外，Pd（OAc）2和单保护的氨基酸配体Ac-Val-OH的组合可用于N的C5-烯基化在C2位置具有吸电子基团的烷基吡咯。这种基于杂环和催化剂的电子效应的方法可以从容易获得的N烷基吡咯和烯烃中快速提供各种链烯基吡咯。
• Bi-functional complexes and methods for making and using such complexes
  申请人：Gouliaev Alex Haahr

  公开号：US11225655B2

  公开（公告）日：2022-01-18

  The present invention is directed to a method for the synthesis of a bi-functional complex comprising a molecule part and an identifier oligonucleotide part identifying the molecule part. A part of the synthesis method according to the present invention is preferably conducted in one or more organic solvents when a nascent bi-functional complex comprising an optionally protected tag or oligonucleotide identifier is linked to a solid support, and another part of the synthesis method is preferably conducted under conditions suitable for enzymatic addition of an oligonucleotide tag to a nascent bi-functional complex in solution.

  本发明涉及一种合成双功能复合物的方法，该复合物包括分子部分和识别分子部分的识别寡核苷酸部分。根据本发明的合成方法的一部分优选在一种或多种有机溶剂中进行，此时包含可选保护标签或寡核苷酸标识符的新生双功能复合物与固体支持物相连接，合成方法的另一部分优选在适合于将寡核苷酸标签酶加到溶液中的新生双功能复合物的条件下进行。
• Synthesis and structure-activity relationships of naftifine-related allylamine antimycotics
  作者：Anton Stuetz、Apostolos Georgopoulos、Waltraud Granitzer、Gabor Petranyi、Daniel Berney

  DOI：10.1021/jm00151a019

  日期：1986.1

  Naftifine (1) is the first representative of the new antifungal allylamine derivatives. Its biological activity is strictly bound to specific structural requirements that are unrelated to those of known antifungals. A tertiary allylamine function seems to be a prerequisite for activity against fungi. By systematic variation of the individual structural elements in 1, detailed structure-activity relationships are defined in which the phenyl ring is the structural feature permitting the widest variations. Versatile synthetic routes to allylamine derivatives and comparative biological data are presented.
• Rare Earth Triflates/Chlorotrimethylsilane-Promoted One-Pot Synthesis of Enals
  作者：Masahiro Toyota、Natsuko Kagawa、Yoshiko Sasaki、Shoko Sakaguchi、Ayumi Nagatomo、Hideo Kojima

  DOI：10.3987/com-13-s(s)98

  日期：——

  Some heteroaromatic aldehydes were subjected to conditions promoting the rare earth triflates/chlorotrimethylsilane-promoted one-pot synthesis of enals. As a result, diverse alpha,beta-unsaturated aldehydes were obtained in moderate yields.
• Vinyloge Vilsmeier-Formylierung mit 3-(<i>N,N</i>-Dimethylamino)-acroleinen
  作者：F. -W. Ullrich、E. Breitmaier

  DOI：10.1055/s-1983-30457

  日期：——

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