Rh(iii)-catalyzed C–H activation/annulation of N-carbamoylindoles with CF3-imidoyl sulfoxonium ylides for the divergent synthesis of trifluoromethyl-substituted (dihydro)pyrimidoindolones

An efficient and straightforward strategy for the divergent synthesis of trifluoromethyl-substituted (dihydro)pyrimidoindolones via Rh(iii)-catalyzed C–H activation/annulation of N-carbamoylindoles with CF3-imidoyl sulfoxonium ylides has been achieved. The cascade reaction might proceed through a C–...

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Veröffentlicht in:Organic chemistry frontiers an international journal of organic chemistry 2023-07, Vol.10 (15), p.3843-3848
Hauptverfasser: Duan, Yubo, Shu-Ning, Lu, Yang, Zuguang, Chen, Zhengkai, Xiao-Feng, Wu
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Sprache:eng
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Zusammenfassung:An efficient and straightforward strategy for the divergent synthesis of trifluoromethyl-substituted (dihydro)pyrimidoindolones via Rh(iii)-catalyzed C–H activation/annulation of N-carbamoylindoles with CF3-imidoyl sulfoxonium ylides has been achieved. The cascade reaction might proceed through a C–H imidoylmethylation, tautomerization and intramolecular nucleophilic addition sequence. A wide range of functionalized pyrimidoindolone derivatives were constructed in good to excellent yields under redox-neutral conditions.
ISSN:2052-4110
2052-4110
DOI:10.1039/d3qo00803g