Stereoselective synthesis of new β-lactams from the main functional group of indomethacin

Stereoselective synthesis of new β-lactams from the main functional group of indomethacin

New β-lactams were synthesized in moderate yields from indomethacin, which is currently used as a drug to relieve pain such as arthritis, muscle and bone damage. The reaction was carried out by [2 + 2] cycloaddition of the in situ formed indomethacinyl ketene with aromatic imines led to the formatio...

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Veröffentlicht in:Journal of the Iranian Chemical Society 2022, Vol.19 (6), p.2475-2480
Hauptverfasser: Amiri, Mojgan, Islami, Mohammad Reza, Mortazavi, Zahra Fahimeh al-Sadat
Format: Artikel
Sprache:eng
Schlagworte:
Amides
Analytical Chemistry
Arthritis
Biochemistry
Chemical synthesis
Chemistry
Chemistry and Materials Science
Cycloaddition
Functional groups
Imines
Inorganic Chemistry
Muscles
Organic Chemistry
Original Paper
Physical Chemistry
Stereoselectivity
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Beschreibung
Zusammenfassung:New β-lactams were synthesized in moderate yields from indomethacin, which is currently used as a drug to relieve pain such as arthritis, muscle and bone damage. The reaction was carried out by [2 + 2] cycloaddition of the in situ formed indomethacinyl ketene with aromatic imines led to the formation of only the trans- β-lactam isomer in stereospecific manner. All synthesized compounds were fully characterized by spectral data along with CHN elemental analyses.
ISSN:1735-207X
1735-2428
DOI:10.1007/s13738-021-02466-8