Copper-Catalyzed Intramolecular Carbocyclization/1,2-Migration Reaction of Allenols To Access Substituted 2-Sulfonyl Carbazoles

A copper-catalyzed intramolecular cascade carbocyclization/1,2-migration of C-2 indolyl-allenol has been achieved to construct the library of 2-sulfonyl carbazoles, which possess considerable biological significance. This modular protocol is operationally simple, exhibiting a broad substrate scope with consistently high yields. Additionally, gram-scale synthesis, product diversification of 2-sulfonyl carbazoles, and DFT studies of the catalytic cycle have been performed. Overall, this study unfolds a new strategy for the one-pot synthesis of sulfonyl carbazoles, which holds significance in medicinal and material chemistry.

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Publication Details

Journal
Organic Letters
Published
2026-02-13
DOI
https://doi.org/10.1021/acs.orglett.6c00167
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Copper-Catalyzed Intramolecular Carbocyclization/1,2-Migration Reaction of Allenols To Access Substituted 2-Sulfonyl Carbazoles

Puja Singh, Manoj V. Mane, Pooja Nain, Aslam C. Shaikh
Organic Letters
Catalytic C–H Functionalization Methods
article

Copper-Catalyzed Intramolecular Carbocyclization/1,2-Migration Reaction of Allenols To Access Substituted 2-Sulfonyl Carbazoles

Puja Singh, Manoj V. Mane, Pooja Nain, Aslam C. Shaikh
article en

Abstract

A copper-catalyzed intramolecular cascade carbocyclization/1,2-migration of C-2 indolyl-allenol has been achieved to construct the library of 2-sulfonyl carbazoles, which possess considerable biological significance. This modular protocol is operationally simple, exhibiting a broad substrate scope with consistently high yields. Additionally, gram-scale synthesis, product diversification of 2-sulfonyl carbazoles, and DFT studies of the catalytic cycle have been performed. Overall, this study unfolds a new strategy for the one-pot synthesis of sulfonyl carbazoles, which holds significance in medicinal and material chemistry.

Organic LettersVol. 28(8)
Jain University (IN), Indian Institute of Technology Ropar (IN), Material Sciences (United States) (US)
Openalex Percentile: Top 55%
Catalytic C–H Functionalization Methods
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