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Photopromoted Entry to Benzothiophenes, Benzoselenophenes, 3 H ‐Indoles, Isocoumarins, Benzosultams, and (Thio)flavones by Gold‐Catalyzed Arylative Heterocyclization of Alkynes
Author(s) -
Alcaide Benito,
Almendros Pedro,
Busto Eduardo,
Herrera Fernando,
LázaroMilla Carlos,
Luna Amparo
Publication year - 2017
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201700427
Subject(s) - chemistry , isocoumarins , flavones , thio , catalysis , thiazine , isocoumarin , combinatorial chemistry , heteroatom , organic chemistry , ring (chemistry) , chromatography
Visible light‐promoted and gold‐photoredox‐catalyzed reactions of heteroatom (N, S, Se, O) tethered alkynes with arenediazonium salts selectively proceeded to build vicinal diaryl‐substituted 2 H ‐benzo[ e ][1,2]thiazine 1,1‐dioxides (benzosultams), benzoselenophenes, benzothiophenes, 4 H ‐chromen‐4‐ones (flavones), 3 H ‐indoles, 1 H ‐isochromen‐1‐ones (isocoumarins), and 4 H ‐thiochromen‐4‐ones (thioflavones). Moreover, the utility of functionalized 3 H ‐indoles as precursors for further elaboration has been demonstrated with the switchable and facile preparation of 1 H ‐indoles, 2‐oxindoles, and 3‐oxindolines.