Electrochemical assembly of isoxazoles via a four-component domino reaction.

Autor:	Zhao Y; Key Laboratory of Xin'an Medicine of the Ministry of Education, School of Pharmacy, Anhui University of Chinese Medicine Hefei 230038 P. R. China bw5654@ahtcm.edu.cn., Li X; Key Laboratory of Xin'an Medicine of the Ministry of Education, School of Pharmacy, Anhui University of Chinese Medicine Hefei 230038 P. R. China bw5654@ahtcm.edu.cn., Homölle SL; Institut für Organische und Biomolekulare Chemie and Wöhler Research Institute for Sustainable Chemistry(WISCh), Georg-August-Universität Göttingen Tammannstraße 2 37077 Göttingen Germany Lutz.Ackermann@chemie.uni-goettingen.de., Wang B; Key Laboratory of Xin'an Medicine of the Ministry of Education, School of Pharmacy, Anhui University of Chinese Medicine Hefei 230038 P. R. China bw5654@ahtcm.edu.cn.; Institut für Organische und Biomolekulare Chemie and Wöhler Research Institute for Sustainable Chemistry(WISCh), Georg-August-Universität Göttingen Tammannstraße 2 37077 Göttingen Germany Lutz.Ackermann@chemie.uni-goettingen.de.; Institute of Pharmaceutical Chemistry, Anhui Academy of Chinese Medicine Hefei 230038 P. R. China., Ackermann L; Institut für Organische und Biomolekulare Chemie and Wöhler Research Institute for Sustainable Chemistry(WISCh), Georg-August-Universität Göttingen Tammannstraße 2 37077 Göttingen Germany Lutz.Ackermann@chemie.uni-goettingen.de.
Jazyk:	angličtina
Zdroj:	Chemical science [Chem Sci] 2023 Dec 11; Vol. 15 (3), pp. 1117-1122. Date of Electronic Publication: 2023 Dec 11 (Print Publication: 2024).
DOI:	10.1039/d3sc05946d
Abstrakt:	Multicomponent domino reactions via electrochemical annulations have emerged as a robust strategy for the rapid assembly of heterocyclics. Herein, an electrochemical annulation via a [1 + 2 + 1 + 1] four-component domino reaction was accomplished in a user-friendly undivided cell setup to assemble valuable five-membered isoxazole motifs. Our approach is characterized by a high level functional group tolerance and operational simplicity, avoiding the tedious and time-consuming preparation of pre-functionalized substrates. Detailed mechanistic studies were conducted including isotopic labeling, kinetic studies, cyclic voltammetry (CV) analysis, and intermediate characterization, providing support for a radical pathway. Competing Interests: There are no conflicts to declare. (This journal is © The Royal Society of Chemistry.)
Databáze:	MEDLINE
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