Synthesis of α-(perfluoroalkylsulfonyl)propiophenones: a new set of reagents for the light-mediated perfluoroalkylation of aromatics.

Autor: Castillo-Pazos DJ; Department of Chemistry and FRQNT Centre for Green Chemistry and Catalysis, McGill University, 801 Sherbrooke Street W, Montreal, Quebec H3A 0B8, Canada., Lasso JD; Department of Chemistry and FRQNT Centre for Green Chemistry and Catalysis, McGill University, 801 Sherbrooke Street W, Montreal, Quebec H3A 0B8, Canada., Li CJ; Department of Chemistry and FRQNT Centre for Green Chemistry and Catalysis, McGill University, 801 Sherbrooke Street W, Montreal, Quebec H3A 0B8, Canada.
Jazyk: angličtina
Zdroj: Beilstein journal of organic chemistry [Beilstein J Org Chem] 2022 Jul 04; Vol. 18, pp. 788-795. Date of Electronic Publication: 2022 Jul 04 (Print Publication: 2022).
DOI: 10.3762/bjoc.18.79
Abstrakt: In response to the demand for late-stage perfluoroalkylation in synthetic chemistry, we report the synthesis of a series of bench-stable α-(perfluoroalkylsulfonyl)propiophenones. Their application as photocleavable reagents was tested with electron-rich aromatics under metal-free, redox- and pH-neutral conditions to enable late-stage perfluorooctylation, perfluorohexylation, and perfluorobutylation.
(Copyright © 2022, Castillo-Pazos et al.)
Databáze: MEDLINE