Ultrasonic-promoted three-component synthesis of some biologically active 1,2,5,6-tetrahydropyrimidines.
Multicomponent reactions and organic synthesis with ultrasonic activation have been used as key methods for the synthesis of tetrahydropyrimidine derivatives. The three-component condensation of 1,3-diarylprop-2-en-1-one with ammonia and aldehydes/acetone or N-substituted gamma-pyridones under ultrasonic irradiation was developed as a rapid and efficient solution-phase method for the high-yielding preparation of 2-aryl(hetaryl)-4,6-diaryl-1,2,5,6-tetrahydropyrimidines and 2,4-diaryl-1,5,9-triazaspiro[5.5]undec-1-enes. The described synthetic protocol provides rapid access to novel and diversely substituted tetrahydropyrimidines libraries. The simple, primary biological screening showed 98% of inhibitory activity against Mycobacterium tuberculosis for one of tetrahydropyrimidines synthesized.
Muravyova
Elena A
EA
Department of Chemistry of Heterocyclic Compounds, State Scientific Institution Institute for Single Crystals of National Academy of Sciences of Ukraine, Lenin Avenue 60, 61001 Kharkiv, Ukraine.
Desenko
Sergey M
SM
Musatov
Vladimir I
VI
Knyazeva
Irina V
IV
Shishkina
Svetlana V
SV
Shishkin
Oleg V
OV
Chebanov
Valentin A
VA
D000995:Antitubercular Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D009169:Mycobacterium tuberculosis / Q000187:drug effects; D011743:Pyrimidines / Q000138:chemical synthesis* / Q000494:pharmacology; D021241:Spectrometry, Mass, Electrospray Ionization; D014465:Ultrasonics; D014961:X-Ray Diffraction
D000995:Antitubercular Agents; D011743:Pyrimidines