Synthesis of Highly E-Selective 2-Alkenylquinolines via Lewis Acid–Catalyzed Tandem Cyclization and Olefination of Bis(trimethylsilyl)butenynylanilines with Aldehydes

Abstract A novel and efficient tandem strategy has been unveiled for the synthesis of 2-alkenylquinolines from bis(trimethylsilyl)butenynylanilines and aldehydes through Lewis acid–catalyzed cyclization. This innovative approach shows broad functional group tolerance, enabling access to a wide variety of 2-alkenylquinoline derivatives. Later, scalability and successful postsynthetic modification toward pharmaceutically relevant quinolines highlight the versatility and practical utility of this protocol.

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Publication Details

Journal
Synlett
Published
2025-08-08
DOI
https://doi.org/10.1055/a-2680-2262
Primary Topic
Synthetic Organic Chemistry Methods
Type
article
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article

Synthesis of Highly E-Selective 2-Alkenylquinolines via Lewis Acid–Catalyzed Tandem Cyclization and Olefination of Bis(trimethylsilyl)butenynylanilines with Aldehydes

Anil K. Saikia, Archana Chutia
Synlett
Synthetic Organic Chemistry Methods
article

Synthesis of Highly E-Selective 2-Alkenylquinolines via Lewis Acid–Catalyzed Tandem Cyclization and Olefination of Bis(trimethylsilyl)butenynylanilines with Aldehydes

Anil K. Saikia, Archana Chutia
article en

Abstract

Abstract A novel and efficient tandem strategy has been unveiled for the synthesis of 2-alkenylquinolines from bis(trimethylsilyl)butenynylanilines and aldehydes through Lewis acid–catalyzed cyclization. This innovative approach shows broad functional group tolerance, enabling access to a wide variety of 2-alkenylquinoline derivatives. Later, scalability and successful postsynthetic modification toward pharmaceutically relevant quinolines highlight the versatility and practical utility of this protocol.

SynlettVol. 36(20)
Indian Institute of Technology Guwahati (IN)
Openalex Percentile: Top 85%
Synthetic Organic Chemistry Methods
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