Ruthenium(II)-Catalyzed Regioselective [3 + 2] Spiroannulation of 2H‑Imidazoles with 2‑Alkynoates

The CN double bond of 2H-imidazole has been employed as a C-electrophile for the ruthenium­(II)-catalyzed [3 + 2] spiroannulation reaction of 4-phenyl-2H-imidazoles and 2-alkynoates to synthesize spiroimidazole-4,1′-indenes. This strategy features high regioselectivity, broad functional group toler...

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Veröffentlicht in:Organic letters 2020-08, Vol.22 (16), p.6272-6276
Hauptverfasser: Song, Zhenyu, Yang, Zi, Wang, Pu, Shi, Zhaojiang, Li, Tingfang, Cui, Xiuling
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Sprache:eng
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Zusammenfassung:The CN double bond of 2H-imidazole has been employed as a C-electrophile for the ruthenium­(II)-catalyzed [3 + 2] spiroannulation reaction of 4-phenyl-2H-imidazoles and 2-alkynoates to synthesize spiroimidazole-4,1′-indenes. This strategy features high regioselectivity, broad functional group tolerance, and use of ruthenium as a catalyst, providing a new method to synthesize spirocycles with potential applications in pharmaceuticals.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.0c02024