Facile synthesis of indolizino[8,7-b]indole and pyrido[1,2-a:3,4-b']diindole derivatives based on domino reactions of 1-aroyl-3,4-dihydro-β-carbolines

A convenient approach to the synthesis of 1-aroyl-3,4-dihydro-β-carbolines via Pictet-Spengler reaction has been developed. A variety of reagents, such as unsaturated aldehydes, ketones, maleic anhydride in the construction of functionally diverse indolizino[8,7-b]indole, and pyrido[1,2-a:3,4-b'...

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Bibliographic Details
Published in:Synthetic communications 2022-12, Vol.52 (24), p.2311-2321
Main Authors: Zinoveva, Anna D., Borisova, Tatiana N., Titov, Alexander A., Ilyushenkova, Valentina V., Rybakov, Victor B., Sorokina, Elena A., Varlamov, Alexey V., Voskressensky, Leonid G.
Format: Article
Language:English
Subjects:
Aldehydes
Cascade chemical reactions
Chemical synthesis
Domino reaction
electron-deficient alkenes
Functional groups
Ketones
Maleic anhydride
Pictet-Spengler
Reagents
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Summary:A convenient approach to the synthesis of 1-aroyl-3,4-dihydro-β-carbolines via Pictet-Spengler reaction has been developed. A variety of reagents, such as unsaturated aldehydes, ketones, maleic anhydride in the construction of functionally diverse indolizino[8,7-b]indole, and pyrido[1,2-a:3,4-b']diindole derivatives has been used. The developed method is a simple and convenient procedure giving medium and excellent yields, showing a wide functional group tolerance.
ISSN:0039-7911
1532-2432
DOI:10.1080/00397911.2022.2145903