Hydrofluoroether Synthesis through One-Pot Anodic Iodoalkoxylation of Alkenes

Becerra-Ruiz, Martin; Winterson, Bethan; Perez, Edwin G.; Wirth, Thomas

Abstract

The incorporation of carbon-fluorine bonds can profoundly influence the chemical and physical properties of drugs, agrochemicals, and materials. Different methods allow the installation of CF3, CF2H units and C-F bonds including trifluoro- and difluoromethoxylations, reflecting the limited diversity of reactions available to synthetic chemists. We introduce the 2,2,2-trifluoroethoxy group through an electro-oxidative iodination of alkenes as a versatile substituent for fluorine chemists. An iodoarene serves as an unusual iodine source facilitating the 1,2-iodoalkoxylation of a broad range of industrially relevant aliphatic alkenes in high yields (31-98%) showing high Markovnikov regioselectivity.

Más información

Título según WOS: ID WOS:001356810400001 Not found in local WOS DB
Título de la Revista: ADVANCED SYNTHESIS & CATALYSIS
Editorial: WILEY-V C H VERLAG GMBH
Fecha de publicación: 2024
DOI:

10.1002/adsc.202401108

Notas: ISI