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Updated: Feb 11, 2026

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
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Substituted 1H-1,2,3-Triazol-4-yl-1H-pyrrolo[2,3-b]pyridines by De Novo One-Pot Ring-Forming
Timo Lessing1, Hauke van Mark1, Thomas J J Müller1
1Institut für Organische Chemie und Makromolekulare Chemie, Heinrich-Heine-Universität Düsseldorf, Universitätsstrasse 1, d-40225, Düsseldorf, Germany.
Abstract:
Substituted 1H-1,2,3-triazol-4-yl-pyrrolo[2,3-b]pyridines are efficiently prepared by a one-pot coupling/cyclization/desilylation Cu alkyne/azide cycloaddition (CuAAC) sequence in the sense of a consecutive three-component fashion. The key feature of this new de novo formation of azole and triazole anellation is the sequentially Pd/Cu-catalyzed process employing tri(iso-propyl)silyl (TIPS) butadiyne as a four-carbon building block. In addition, the sequence can be expanded in a four-component fashion also employing the in situ formation of the required azides.
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