1,2-Dihydrochromeno[2,3-c]pyrrol-3-one Derivatives: Synthesis and HPLC-ECD Analysis

László Tóth, Attila Kiss-Szikszai, Gábor Vasvári, Ferenc Fenyvesi, M. Vecsernyés, P. Mátyus, S. Antus, Attila Mándi, T. Kurtán

Research output: Article

3 Citations (Scopus)

Abstract

Ethyl-3-formyl-6-methoxy-(2 H)-chromene-2-carboxylate was transformed to N -substituted 1,2-dihydrochromeno[2,3-c]pyrrol-3-ones in a domino reductive amination-lactamization reaction. Isomerization of the double bond and the inherently labile stereogenic center was studied, and HPLC-ECD analysis of a chiral 1,2-dihydrochromeno[2,3-c]pyrrol-3(3a H)-one derivative aided by TDDFT-ECD calculation allowed configurational assignment of the separated enantiomers. Antiproliferative activity of the products was demonstrated on the CaCo-2 human epithelial colorectal adenocarcinoma cell line.

Original languageEnglish
Pages (from-to)799-803
Number of pages5
JournalSynlett
Volume30
Issue number7
DOIs
Publication statusPublished - jan. 1 2019

ASJC Scopus subject areas

  • Organic Chemistry

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