Photoinduced radical tandem annulation of 1,7-diynes: an approach for divergent assembly of functionalized quinolin-2(1H)-ones

Autor: Daixiang Chen, Zhi-Jie Song, Shenghu Yan, Guigen Li, Jia-Yin Wang, Yue Zhang
Jazyk: angličtina
Rok vydání: 2024
Předmět:
Zdroj: Frontiers in Chemistry, Vol 12 (2024)
Druh dokumentu: article
ISSN: 2296-2646
99953110
DOI: 10.3389/fchem.2024.1371978
Popis: The first photocatalytic trichloromethyl radical-triggered annulative reactions of amide-linked 1,7-diynes with polyhalomethanes were established for the flexible assembly of functionalized quinolin-2(1H)-ones with generally acceptable yields. With the installation of the aryl group (R1) into the alkynyl moiety, C-center radical-initiated Kharasch-type addition/nucleophilic substitution/elimination cascade to produce quinolin-2(1H)-ones-incorporating gem-dihaloalkene, whereas three examples of polyhalogenated quinolin-2(1H)-ones were afforded when amide-linked 1,7-diynes bearing two terminal alkyne units were subjected to BrCX3 by exploiting dry acetonitrile as a solvent.
Databáze: Directory of Open Access Journals
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