Issue 15, 2023

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

Abstract

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.

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

Supplementary files

Article information

Article type
Research Article
Submitted
30 May 2023
Accepted
20 Jun 2023
First published
21 Jun 2023

Org. Chem. Front., 2023,10, 3843-3848

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

Y. Duan, S. Lu, Z. Yang, Z. Chen and X. Wu, Org. Chem. Front., 2023, 10, 3843 DOI: 10.1039/D3QO00803G

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