Synthesis of All Regioisomers of 2-Arylazaindole-3-acetic Acid Derivatives

Abstract

A novel protocol was developed for synthesizing 2-aryl-substituted azaindole-3-acetic acid derivatives from 2-aminoazacinnamic acid derivatives and aryl aldehydes through an imino-Stetter reaction. Condensation of 2-aminoazacinnamic acid derivatives with aldehydes forms the corresponding aldimines, which are then treated with cyanide to yield the desired 2-aryl-substituted azaindole-3-acetic acid derivatives. Notably, this protocol could be employed for the synthesis of all regioisomers of azaindole-3-acetic acid derivatives by using the appropriate azacinnamic acid derivatives.

Key words

azaindoles - regioisomers - azacinnamic acid derivatives - imino-Stetter reaction - cyanide

Publikationsverlauf

Eingereicht: 19. September 2023

Angenommen nach Revision: 08. November 2023

Accepted Manuscript online:
08. November 2023

Artikel online veröffentlicht:
02. Januar 2024

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