INVESTIGADORES
POSTIGO Jose Alberto
artículos
Título:
Rose Bengal-photocatalyzed perfluorohexylation reactions of organic substrates in water. Applications to late-stage syntheses
Autor/es:
YERIEN, DAMIAN E.; BARATA-VALLEJO, SEBASTIÁN; MANSILLA, DANIELA; POSTIGO, AL
Revista:
Photochemical and Photobiological Sciences
Editorial:
ROYAL SOC CHEMISTRY
Referencias:
Año: 2022 vol. 27 p. 1005 - 1015
ISSN:
1474-905X
Resumen:
10.1007/s43630-021-00154-3The Rose Bengal-photocatalyzed perfluorohexylation of olefins, alkynes, and electron-rich aromatic compounds in water wasachieved employing perfluorohexyl iodide as fluoroalkyl source and TMEDA as sacrificial donor under green LED irradiation.Alkenes and alkynes rendered products derived from the atom transfer radical addition (ATRA) pathway, and in thecase of alkynes, exclusively as E-stereoisomers. These are the first examples of photocatalyzed ATRA reactions carried outexcursively in water alone. The reactions of aromatic compounds under the current protocol in water present the advantageof employing a perfluoroalkyl iodide (C6F13-I) as source of perfluorohexyl radicals. Examples of photocatalytic late-stageincorporations of fluoroalkyl moieties into two commercial drugs of widespread use are reported
