This article is cited in 1 paper

Communications

Diazo chemistry in the access to novel fatty acids linked to spiro-fused oxetane-pyrazolone scaffold

I. Solovyev^a, D. Dar’in^a, M. Krasavin<sup>ab

a</sup> Institute of Chemistry, St. Petersburg State University, St. Petersburg, Russian Federation
^b Immanuel Kant Baltic Federal University, Kaliningrad, Russian Federation

Abstract: A novel free fatty acid mimetic based on the spirocyclic oxetane pyrazolone 1-oxa-6,7-diazaspiro[3.4]oct-7-en-5-one scaffold has been obtained in seven steps. The key stages are based upon the toolbox of diazo chemistry, including the F SAFE diazo transfer and Rh^II-catalyzed O–H insertion followed by base-triggered oxetane closing.

Keywords: fatty acid mimetics, free fatty acid receptor 1, GPR40, spiro compounds, pyrazolone, oxetanes, rhodium(II)-catalyzed O–H insertion, intramolecular S_N2 reaction.

Language: English

DOI: 10.1016/j.mencom.2023.01.006

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