Synthesis of Polycyclic Isoindoline Derivatives via Tandem Pd-Catalyzed Coupling, Propargyl–Allenyl Isomerization, [4 + 2] Cycloaddition and Aromatization Reaction

Synthesis of Polycyclic Isoindoline Derivatives via Tandem Pd-Catalyzed Coupling, Propargyl–Allenyl Isomerization, [4 + 2] Cycloaddition and Aromatization Reaction

We report in this paper an interesting sequential reaction involving sequential Sonogashira coupling, propargyl–allenyl isomerization, [4 + 2] cycloaddition and aromatization reaction, which provides a facile method for the synthesis of a variety of polycyclic isoindoline derivatives from easily acc...

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Veröffentlicht in:Journal of organic chemistry 2012-11, Vol.77 (22), p.10409-10415
Hauptverfasser: Zhu, Shugao, Cao, Jian, Wu, Luling, Huang, Xian
Format: Artikel
Sprache:eng
Schlagworte:
Catalysis
Chemistry
Cycloaddition Reaction
Exact sciences and technology
Heterocyclic compounds
Heterocyclic compounds with only one n hetero atom and condensed derivatives
Isoindoles - chemical synthesis
Isoindoles - chemistry
Molecular Structure
Organic chemistry
Palladium - chemistry
Pargyline - analogs & derivatives
Pargyline - chemistry
Polycyclic Compounds - chemical synthesis
Polycyclic Compounds - chemistry
Preparations and properties
Stereoisomerism
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Zusammenfassung:We report in this paper an interesting sequential reaction involving sequential Sonogashira coupling, propargyl–allenyl isomerization, [4 + 2] cycloaddition and aromatization reaction, which provides a facile method for the synthesis of a variety of polycyclic isoindoline derivatives from easily accessible starting materials.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo301437k