Nickel-Catalyzed Allylic Defluorinative Cross-Electrophile Coupling with Cycloalkyl Silyl Peroxides as the Alkyl Source

Herein we demonstrate the first successful application of cycloalkyl silyl peroxides (CSP) as an electrophilic coupling partner in the cross-electrophile coupling reaction. Diverse CSP are efficiently cross-coupled with an array of α-trifluoromethyl alkenes under the catalysis of nickel with the assistance of zinc as the reducing agent. This method allows the use of unstrained CSP as the carbonyl-containing alkyl source in the allylic defluorinative reaction, to access a variety of gem-difluoroalkenes bearing a pendent ketone moiety with high functionality tolerance.

Medienart:

E-Artikel

Erscheinungsjahr:

2022

Erschienen:

2022

Enthalten in:

Zur Gesamtaufnahme - volume:87

Enthalten in:

The Journal of organic chemistry - 87(2022), 1 vom: 07. Jan., Seite 892-903

Sprache:

Englisch

Beteiligte Personen:

Dong, Haiyan [VerfasserIn]
Lin, Zhiyang [VerfasserIn]
Wang, Chuan [VerfasserIn]

Links:

Volltext

Themen:

7OV03QG267
Alkenes
Journal Article
Ketones
Nickel
Peroxides
Research Support, Non-U.S. Gov't

Anmerkungen:

Date Completed 27.01.2022

Date Revised 27.01.2022

published: Print-Electronic

Citation Status MEDLINE

doi:

10.1021/acs.joc.1c02674

funding:

Förderinstitution / Projekttitel:

PPN (Katalog-ID):

NLM334940974