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.
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.
Elena A
EA
Muravyova
Sergey M
SM
Desenko
Vladimir I
VI
Musatov
Irina V
IV
Knyazeva
Svetlana V
SV
Shishkina
Oleg V
OV
Shishkin
Valentin A
VA
Chebanov
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