abstract
The transformations of (E)-3-[3-(2-hydroxyaryl)-3-oxoprop-1-en-1-yl]chromones in the presence of methylhydrazine and aromatic bisnucleophiles are described. The reactions generally lead to chromone ring transformation via pyrone ring-opening and heterocyclization to give novel diazoles and (Z)-3-aminomethylenechromanones, respectively. Piperazine catalyzes chromanone ring closure of the starting substrate to afford chromone-chromanone dyads.
keywords
SUBSTITUTED CHROMANONES; MICROWAVE IRRADIATION; DERIVATIVES; OXIDATION; HYDRAZINE; PYRAZOLES; CHROMONE; 3-(3-ARYL-3-OXOPROPENYL)CHROMEN-4-ONES; PYRAZOLYL-2-PYRAZOLINES; CONDENSATION
subject category
Chemistry
authors
Hassaine, R; Talhi, O; Taibi, N; Paz, FAA; Bensaid, O; Bachari, K; Silva, AMS
our authors
Filipe Alexandre Almeida Paz
Principal Researcheracknowledgements
We are grateful to the University of Aveiro and FCT/MEC for financial support to the QOPNA research project (FCT UID/QUI/00062/2013), CICECO-Aveiro Institute of Materials (FCT UID/CTM/50011/2013) through national funds and, where applicable, co-financed by FEDER, within the PT2020 Partnership Agreement, and to the Portuguese National NMR Network (RNRMN). We would like to thank the General Directorate for Scientific Research and Technological Development (DGRSDT) of Algeria for financial support to O.T. Thanks are due to the project 'New Strategies Applied to Neuropathological Disorders' (CENTRO-07-ST24-FEDER-002034), co-funded by QREN, 'Mais Centro-Programa Operacional Regional do Centro' and EU, FEDER for postdoctoral funding to O.T. We also wish to thank CICECO for specific funding toward the purchase of a single-crystal X-ray diffractometer.