Synthesis of CF3-Indazoles via Rh(III)-Catalyzed C-H [4+1] Annulation of Azobenzenes with CF3-Imidoyl Sulfoxonium Ylides

Yilong Shang; Chen Li; Guiqiu Wang; Guiwei Yao; Hongliang Wu; Xun Chen; Ruirui Zhai

doi:10.3390/molecules30010183

Synthesis of CF₃-Indazoles via Rh(III)-Catalyzed C-H [4+1] Annulation of Azobenzenes with CF₃-Imidoyl Sulfoxonium Ylides

Molecules. 2025 Jan 5;30(1):183. doi: 10.3390/molecules30010183.

Authors

Yilong Shang¹, Chen Li¹, Guiqiu Wang¹, Guiwei Yao¹, Hongliang Wu¹, Xun Chen¹, Ruirui Zhai¹

Affiliation

¹ Engineering Research Center of Tropical Medicine Innovation and Transformation of Ministry of Education, International Joint Research Center of Human-Machine Intelligent Collaborative for Tumor Precision Diagnosis and Treatment of Hainan Province, Hainan Provincial Key Laboratory of Research and Development on Tropical Herbs, School of Pharmaceutical Sciences, Hainan Medical University, Haikou 571199, China.

PMID: 39795239
DOI: 10.3390/molecules30010183

Abstract

An efficient Rh(III)-catalyzed C-H activation of azobenzenes and subsequent [4+1] cascade annulation with CF₃-imidoyl sulfoxonium ylides was developed, yielding diverse CF₃-indazoles. This protocol featured easily available starting materials, excellent functional group tolerance and high efficiency. Moreover, the antitumor activities of selected CF₃-indazoles against human cancer cell lines were also studied, and the results indicated that several compounds displayed considerable antiproliferative activities.

Keywords: C-H activation; CF3-imidoyl sulfoxonium ylides; CF3-indazoles; Rh(III) catalyst; azobenzenes.

Abstract

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