Photoinduced Copper-Catalyzed Monofluoroalkylation of Terminal Alkynes to Propargylic Fluorides

A photoinduced copper-catalyzed strategy for the monofluoroalkylation of alkynes with readily available monofluoroalkyl triflates was developed. It provides a new protocol to access valuable propargyl fluoride compounds via C-C bond formation by avoiding the use of highly toxic fluorination reagents. This reaction proceeded under mild conditions to afford propargyl monofluorides in moderate to high yields. Preliminary mechanistic studies reveal that a ligand-matched alkynyl copper complex might be the key photoactive substance.

Medienart:

E-Artikel

Erscheinungsjahr:

2023

Erschienen:

2023

Enthalten in:

Zur Gesamtaufnahme - volume:25

Enthalten in:

Organic letters - 25(2023), 24 vom: 23. Juni, Seite 4514-4519

Sprache:

Englisch

Beteiligte Personen:

Hu, Duo-Duo [VerfasserIn]
Li, Chao [VerfasserIn]
Gao, Qian [VerfasserIn]
Nie, Tian-Mei [VerfasserIn]
Zhang, Kai-Fan [VerfasserIn]
Wu, Bing-Bing [VerfasserIn]
Li, Yan [VerfasserIn]
Wang, Xi-Sheng [VerfasserIn]

Links:

Volltext

Themen:

789U1901C5
Alkynes
Copper
Fluorides
Journal Article
Q80VPU408O

Anmerkungen:

Date Completed 26.06.2023

Date Revised 26.06.2023

published: Print-Electronic

Citation Status PubMed-not-MEDLINE

doi:

10.1021/acs.orglett.3c01531

funding:

Förderinstitution / Projekttitel:

PPN (Katalog-ID):

NLM357907663