Work

C–H Functionalization of Isoquinoline with Phosphites and Phosphine Chalcogenides

Year: 2026

Type: article

Abstract: A simple and efficient method was developed for the synthesis of synthetically challenging 2-[(trifluoromethyl)sulfonyl]-1-phosphoryl-1,2-dihydroisoquinolines and 1-phosphorylisoquinolines, which involves preliminary activation of isoquinoline with trifluoromethanesulfonic anhydride, treatment of the corresponding triflate with phosphorus-containing compounds, and subsequent aromatization of the obtained σ H -adducts by elimination of the triflate moiety under basic conditions. The yields of 1,2-dihydroisoquinoline derivatives were up to 67%, and the yields of the aromatization step were up to 81%.

Source: Russian Journal of General Chemistry

DOI: 10.1134/s1070363225607604

Authors: Maxim A. Averkov, Aleksandr V. Shchepochkin, Nadezhda S. Demina, Oleg N. Chupakhin, Valery N. Charushin

Institutions: Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, Ural Federal University

Language: English

Topic: Organophosphorus compounds synthesis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Funder: Russian Science Foundation

OpenAlex ID: W7156742276