Facile aromatization of 3,4-dihydropyrimidin-2(1H)-ones (DHPMs) by iodine

A Green Chemical Approach for Iodination of Pyrimidine Derivatives by Mechanical Grinding under Solvent-Free Conditions

“…In particular, iodinated uridine (C5-iodo-2′-deoxyuridine) is widely used as an antiviral drug [ 1 , 2 ]. Iodinated nucleotides are essential precursors for various functional group transformations [ 3 , 4 ]. Therefore, developing a convenient procedure for the iodination of pyrimidines is an important field in synthetic bioorganic chemistry.…”

In situ formed tert-butyl hypoiodite as an efficient oxidant for rapid, room temperature, metal-free aromatization of Biginelli 3,4-dihydropyrimidin-2(1H)-ones under basic conditions

“…10,11 Nevertheless, over the past two decades, different reagents and methods have been used, more or less successfully, for this type of reaction. 22 UV light induced oxidation/Ar, 7,8 ultrasound-assisted oxidation/K 2 S 2 O 8 , 23 aerobic oxidative dehydrogenation/NHPI/Co II , 24 using Ca(OCl) 2 in aqueous media oxidation, 6 photochemical oxidation using Re(I)complex, 25 CAN/HCl, 26 microwave-assisted oxidation/I 2 , 27 light-induced free radical oxidation, 28 dehydrogenation with 1,4-bis(triphenylphosphonium)-2-butene peroxodisulfate 29 and others. [30][31][32][33] However, despite best efforts, none of these methods have been found to be ideal with respect to prolonged reaction time, low yield, use of toxic reagents, complicated product isolation, etc.…”