Copper-Catalyzed Hydroxyperfluoroalkylation of Unactivated Alkenes : Access to β-Perfluoroalkyl Alcohols

An expeditious copper-catalyzed three-component hydroxyperfluoroalkylation of unactivated alkenes starting from commercially available perfluoroalkyl iodides and an O2 molecule from air as the oxygen source was developed. The Cu/B2pin2 catalytic system offered a novel pattern for the generation of perfluoroalkyl radicals and overcame the previous limitations in the hydroxyperfluoroalkylation of unactivated alkenes. This catalytic protocol features high regioselectivity and broad substrate scope to access valuable β-perfluoroalkyl alcohols expediently. 18O-labeling experiments demonstrated that the oxygen atom of the OH group stems from O2 in air.

Medienart:

E-Artikel

Erscheinungsjahr:

2023

Erschienen:

2023

Enthalten in:

Zur Gesamtaufnahme - volume:25

Enthalten in:

Organic letters - 25(2023), 16 vom: 28. Apr., Seite 2782-2787

Sprache:

Englisch

Beteiligte Personen:

Tang, Luqing [VerfasserIn]
Feng, Cancan [VerfasserIn]
Yang, Fan [VerfasserIn]
Wu, Yangjie [VerfasserIn]

Links:

Volltext

Themen:

Journal Article

Anmerkungen:

Date Completed 30.04.2023

Date Revised 30.04.2023

published: Print-Electronic

Citation Status PubMed-not-MEDLINE

doi:

10.1021/acs.orglett.3c00651

funding:

Förderinstitution / Projekttitel:

PPN (Katalog-ID):

NLM355660393