A practical and general method for the Biginelli cyclocondensation of guanidine with aldehydes and β-dicarbonyl compounds is described and illustrated with the synthesis of a set of 26 functionalized 2-amino-3,4-dihydropyrimidines. The simple protocol involves the ­microwave-mediated reaction of a twofold excess of guanidine hydrochloride with the required reaction partners in an alcohol at 120 °C. Yields are generally good, with short reaction times and a simple workup. The scope is considerably wider than that of similar reactions ­carried out under conventional heating.

Efficient Biginelli Synthesis of 2-Aminodihydropyrimidines under Microwave Irradiation

Felluga, Fulvia
;
Benedetti, Fabio;Berti, Federico;Drioli, Sara;Regini, Giorgia
2018-01-01

Abstract

A practical and general method for the Biginelli cyclocondensation of guanidine with aldehydes and β-dicarbonyl compounds is described and illustrated with the synthesis of a set of 26 functionalized 2-amino-3,4-dihydropyrimidines. The simple protocol involves the ­microwave-mediated reaction of a twofold excess of guanidine hydrochloride with the required reaction partners in an alcohol at 120 °C. Yields are generally good, with short reaction times and a simple workup. The scope is considerably wider than that of similar reactions ­carried out under conventional heating.
2018
31-gen-2018
Epub ahead of print
https://www.thieme-connect.de/DOI/DOI?10.1055/s-0036-1591900
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11368/2919280
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