Access to beta-Lactams via Iron-Catalyzed Olefin Oxyamidation Enabled by the pi-Accepting Phthalocyanine Ligand

Cited 3 time in webofscience Cited 0 time in scopus
  • Hit : 62
  • Download : 0
Herein, we report the development of an ironcatalyzed olefin oxyamidation by utilizing tethered dioxazolones as the nitrenoid precursor to produce valuable beta-lactam scaffolds. Mechanistic studies revealed that a relatively strong pi-accepting ability of the phthalocyanine ligand is critical in generating the key triplet iron-imidyl radical intermediate to enable the 4-exo-triglactamization with the incorporation of oxygen nucleophiles in high diastereoselectivity. This cyclization approach was readily extended to the highly eflicient gamma-lactam synthesis (TON > 300).
Publisher
AMER CHEMICAL SOC
Issue Date
2022-02
Language
English
Article Type
Article
Citation

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, v.144, no.4, pp.1872 - 1880

ISSN
0002-7863
DOI
10.1021/jacs.1c12125
URI
http://hdl.handle.net/10203/292301
Appears in Collection
CH-Journal Papers(저널논문)
Files in This Item
There are no files associated with this item.
This item is cited by other documents in WoS
⊙ Detail Information in WoSⓡ Click to see webofscience_button
⊙ Cited 3 items in WoS Click to see citing articles in records_button

qr_code

  • mendeley

    citeulike


rss_1.0 rss_2.0 atom_1.0