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DOI: 10.1055/a-2680-2262
Synthesis of Highly E-Selective 2-Alkenylquinolines via Lewis Acid–Catalyzed Tandem Cyclization and Olefination of Bis(trimethylsilyl)butenynylanilines with Aldehydes
A.C. gratefully acknowledges the Ministry of Education (MoE) for Prime Ministers Research Fellowship (PMRF). The authors are grateful to the Science and Engineering Research Board (SERB), New Delhi (Grant No. CRG/2022/001028) for financial support.
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.
Keywords
Quinolines - Aldehydes - Peterson olefination - Cyclization - Lewis acid - 2-StyrylquinolinePublication History
Received: 29 June 2025
Accepted after revision: 08 August 2025
Accepted Manuscript online:
08 August 2025
Article published online:
25 September 2025
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