Regioselective Synthesis of Carbazoles via Chemodivergent Cascade Intramolecular [4 + 2] Annulation

Herein, we have reported chemodivergent Diels–Alder reaction of allene formed in situ via a base‐catalyzed alkyne‐to‐allene isomerization for the synthesis of fused carbazoles in a cascade reaction manner. The regioselectivity of the cycloaddition reaction was achieved using copper additives. The present cascade reaction involved Knoevenagel condensation, in situ allene formation, regioselective Diels–Alder reaction, followed by oxidation or aromatization.

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Publication Details

Journal
Advanced Synthesis & Catalysis
Published
2025-12-01
DOI
https://doi.org/10.1002/adsc.70258
Citations
1
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.94

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article

Regioselective Synthesis of Carbazoles via Chemodivergent Cascade Intramolecular [4 + 2] Annulation

Polasani Samatha, Raju Adepu, Yogesh Kumar, Deekshia Bhattachan
1 citations
Advanced Synthesis & Catalysis
Catalytic C–H Functionalization Methods
0.94
article

Regioselective Synthesis of Carbazoles via Chemodivergent Cascade Intramolecular [4 + 2] Annulation

Polasani Samatha, Raju Adepu, Yogesh Kumar, Deekshia Bhattachan
article en
1 citations

Abstract

Herein, we have reported chemodivergent Diels–Alder reaction of allene formed in situ via a base‐catalyzed alkyne‐to‐allene isomerization for the synthesis of fused carbazoles in a cascade reaction manner. The regioselectivity of the cycloaddition reaction was achieved using copper additives. The present cascade reaction involved Knoevenagel condensation, in situ allene formation, regioselective Diels–Alder reaction, followed by oxidation or aromatization.

Advanced Synthesis & CatalysisVol. 368(2)
Indian Institute of Chemical Technology (IN), Academy of Scientific and Innovative Research (IN)
Department of Science and Technology, Ministry of Science and Technology, India, Council of Scientific and Industrial Research, India
Openalex Percentile: Top 19%
Catalytic C–H Functionalization Methods
0.94
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