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Short Paper | Regular issue | Vol 104, No. 10, 2022, pp.1866-1874
Published online, 24th August, 2022
DOI: 10.3987/COM-22-14732
Synthesis of Polysubstituted 5,6-Dihydropyrrolo[3,4-b]pyrrol-4(1H)-ones from 2-[Aryl(azido)methyl]-1H-pyrrole-3-carboxylates via a Concise Three-Step Sequence

Hideyuki Sugimura,* Yukino Nomura, Tomoaki Ohta, Haruka Uda, and Ikuo Sasaki

*Department of Chemistry and Bioscience, Faculty of Science and Technology, Aoyama Gakuin University, 5-10-1, Fuchinobe, Chuo-ku, Sagamihara 252-5258, Japan

Abstract

A concise approach to pyrrolopyrrolone skeletons via a three-step synthesis was developed. The substrates for the transformation could be readily prepared by the reaction of α,γ-diazido-α,β-unsaturated esters with 1,3-dicarbonyl compounds. A total of 14 examples were examined to show the broad substrate scope.