In:
Angewandte Chemie International Edition, Wiley, Vol. 62, No. 42 ( 2023-10-16)
Abstract:
An unprecedented Pd‐catalyzed fluorinative bifunctionalization of aziridines and azetidines was successfully developed via regioselective C−C and C−F bond cleavage of gem‐difluorocyclopropanes, leading to various β,β′‐bisfluorinated amines and β,γ‐bisfluorinated amines. This reaction was achieved by incorporating a 2‐fluorinated allyl group and a fluorine atom scissored from gem‐difluorocyclopropane in 100 % atom economy for the first time. The mechanistic investigations indicated that the reaction underwent amine attacking 2‐fluorinated allyl palladium complex to generate η 2 ‐coordinated N‐allyl aziridine followed by fluoride ligand transfer affording the final β‐ and γ‐fluorinated amines.
Type of Medium:
Online Resource
ISSN:
1433-7851
,
1521-3773
DOI:
10.1002/anie.202310283
Language:
English
Publisher:
Wiley
Publication Date:
2023
detail.hit.zdb_id:
2011836-3
detail.hit.zdb_id:
123227-7