Publication details

1,3-Dipolar Cycloaddition in the Preparation of New Fused Heterocyclic Compounds via Thermal Initiation

Authors

PORUBSKÝ Martin TENORA Lukáš POTÁČEK Milan

Year of publication 2016
Type Article in Periodical
Magazine / Source Molecules
MU Faculty or unit

Faculty of Science

Citation
Doi http://dx.doi.org/10.3390/molecules21020187
Field Organic chemistry
Keywords 1 3 dipolar cycloaddition; fused heterocycles; thermal initiation; 3 aminobenzo[b]furan 2 carbaldehyde
Description This paper describes the synthesis of precursors with a benzo[b]furan skeleton for the intramolecular 1,3-dipolar cycloaddition of azomethine ylides prepared from N-substituted 3-allyl-aminobenzo[b]furan-2-aldehydes and secondary amines derived from alfa-amino acid esters. Reactions were initiated by heating. The products consisted of four fused rings with three stereogenic centers. Their structure and stereochemistry were determined by NMR spectra and X-ray measurements.

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