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Updated: Apr 18, 2026

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
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連続的なC-H機能化戦略によるディクトヨデンドリンAとFの簡潔な合成

Atsushi D Yamaguchi1, Kathryn M Chepiga, Junichiro Yamaguchi

  • 1Department of Chemistry, Graduate School of Science, §Institute of Transformative Bio-Molecules (WPI-ITbM), and ∥JST, ERATO, Itami Molecular Nanocarbon Project, Nagoya University , Chikusa, Nagoya 464-8602, Japan.

Journal of the American Chemical Society
|January 7, 2015
PubMed
まとめ

研究者らは,連続的なC-H機能化を用いてディクトヨドンドリンAとFを合成した. この戦略は,これらの天然製品に含まれる複雑なピロロ[2,3-c]カルバゾール核を構築するために,ロジウム触媒反応とクロスカップリングを伴う.

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The Diels–Alder reaction is an example of a thermal pericyclic reaction between a conjugated diene and an alkene or alkyne, commonly referred to as a dienophile. The reaction involves a concerted movement of six π electrons, four from the diene and two from the dienophile, forming an unsaturated six-membered ring. As a result, these reactions are classified as [4+2] cycloadditions.
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Arenediazonium substitution reactions occur when the diazonium group is substituted by various functional groups such as halides, hydroxyl, nitrile, etc. For instance, arenediazonium salts react with copper(I) salts of chloride, bromide, or cyanide to form corresponding aryl chlorides, bromides, and nitriles. These reactions are named Sandmeyer reactions. Although the mechanism of this reaction is complicated, as illustrated in Figure 1, they are believed to progress via an aryl copper...
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The Diels–Alder reaction brings together a diene and a dienophile to form a six-membered ring. Both components have unique characteristics that influence the rate of the reaction.
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Conformation
The simplest example of a diene is 1,3-butadiene, an acyclic conjugated π system. At room temperature, the molecule exists as a mixture of s-cis and s-trans conformers by virtue of rotation around the carbon–carbon single bond. Although the s-trans isomer is...
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