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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

2-Imidazolidinone benzofurans as unexpected outcome of the Lewis acid mediated Nenitzescu reaction

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Horsten, Tomas [1] ; Alegbejo Price, Temitayo Omowumi [2] ; Van Meervelt, Luc [3] ; Emery, Flavio da Silva [2] ; Dehaen, Wim [1]
Total Authors: 5
[1] Katholieke Univ Leuven, Dept Chem, Mol Design & Synth, Celestijnenlaan 200F, B-3001 Leuven - Belgium
[2] Univ Sao Paulo, Dept Pharmaceut Sci, Sch Pharmaceut Sci Ribeirao Preto, BR-14040903 Ribeirao Preto, SP - Brazil
[3] Katholieke Univ Leuven, Biochem Mol & Struct Biol Sect, Dept Chem, Celestijnenlaan 200F, B-3001 Leuven - Belgium
Total Affiliations: 3
Document type: Journal article
Source: NEW JOURNAL OF CHEMISTRY; v. 46, n. 5, p. 2028-2032, JAN 31 2022.
Web of Science Citations: 0

The Lewis acid mediated Nenitzescu reaction with piperazinone enaminoesters surprisingly afforded rearranged 2-imidazolidinone 5-hydroxybenzofurans. The reaction was optimised and a scope study was performed. A one-pot two-step procedure was realised starting directly from 1,2-diaminoethane, diethyl acetylene dicarboxylate and 1,4-benzoquinone. A plausible reaction mechanism is proposed. (AU)

FAPESP's process: 18/10966-3 - Application of novel organic reactions for the preparation of new heteroaromatic scaffolds
Grantee:Flavio da Silva Emery
Support Opportunities: Regular Research Grants