Lewis acid-catalyzed [4 + 2] cycloaddition of 3-alkyl-2-vinylindoles with β,γ-unsaturated α-ketoesters

Autor: Yuwen Sun, Zhaoshan Wang, Shufang Wu, Yuchen Zhang, Feng Shi
Jazyk: angličtina
Rok vydání: 2022
Předmět:
Zdroj: Green Synthesis and Catalysis, Vol 3, Iss 1, Pp 84-88 (2022)
Druh dokumentu: article
ISSN: 2666-5549
DOI: 10.1016/j.gresc.2021.11.003
Popis: A Lewis acid-catalyzed [4 ​+ ​2] cycloaddition of 3-alkyl-2-vinylindoles with β,γ-unsaturated α-ketoesters has been established in the presence of Sc(OTf)3, which afforded a series of indole-containing pyran derivatives in generally good yields (up to 90% yield) with excellent diastereoselectivities (up to ​> 95:5 dr) under mild conditions. This approach not only enriches the chemistry of 3-alkyl-2-vinylindoles, but also has provided an atom-economic method for the synthesis of indole-containing pyran derivatives with potential bioactivity.
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