Organophosphoric Acid Catalyzed Cyclization–Aromatization of 3-Vinylindoles and 2-Vinylpyridines to Access C3N2 Carbazole–Pyridine Frameworks

Abstract A practical, organophosphoric acid-catalyzed, two-component cyclization–aromatization reaction of 3-vinylindoles with 2-vinylpyridines has been established for the efficient assembly of various functionalized 1-pyridin-2-yl-9H-carbazole skeletons. This transformation involves an organophosphoric acid-catalyzed [4+2] cycloaddition reaction, together with a tandem oxidative aromatization process. This synthetic methodology, characterized by mild reaction conditions, outstanding functional-group tolerance, and a scalable synthesis capability, has the potential to support in-depth explorations in the fields of materials science and biomedicine.

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Publication Details

Journal
Synlett
Published
2025-03-04
DOI
https://doi.org/10.1055/a-2550-8091
Primary Topic
Synthesis of Indole Derivatives
Type
article
Field-Weighted Citation Impact
0.00

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article

Organophosphoric Acid Catalyzed Cyclization–Aromatization of 3-Vinylindoles and 2-Vinylpyridines to Access C3N2 Carbazole–Pyridine Frameworks

Jian Cui, Yong-Ke He, Shaoyu Li, Shu-Shu Xiong et al.
Synlett
Synthesis of Indole Derivatives
article

Organophosphoric Acid Catalyzed Cyclization–Aromatization of 3-Vinylindoles and 2-Vinylpyridines to Access C3N2 Carbazole–Pyridine Frameworks

Jian Cui, Yong-Ke He, Shaoyu Li, Shu-Shu Xiong, Yuming Yang
article en

Abstract

Abstract A practical, organophosphoric acid-catalyzed, two-component cyclization–aromatization reaction of 3-vinylindoles with 2-vinylpyridines has been established for the efficient assembly of various functionalized 1-pyridin-2-yl-9H-carbazole skeletons. This transformation involves an organophosphoric acid-catalyzed [4+2] cycloaddition reaction, together with a tandem oxidative aromatization process. This synthetic methodology, characterized by mild reaction conditions, outstanding functional-group tolerance, and a scalable synthesis capability, has the potential to support in-depth explorations in the fields of materials science and biomedicine.

SynlettVol. 36(14)
Shenyang University of Chemical Technology (CN), Taizhou University (CN)
National Natural Science Foundation of China, Science and Technology Plan Project of Taizhou, Natural Science Foundation of Zhejiang Province
Openalex Percentile: Top 97%
Synthesis of Indole Derivatives
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Organophosphoric Acid Catalyzed Cyclization–Aromatization of 3-Vinylindoles and 2-Vinylpyridines to Access C3N2 Carbazole–Pyridine Frameworks — Jian Cui, Yong-Ke He, et al. · Synlett (2025) | TGRS Research Map | TGRS