Distereoselective one-pot synthesis of pyrimidopyrimidines using sulfated tin oxide as a reusable catalyst: An extension of Biginelli-type reaction

Bicyclic 6 + 6 systems: the chemistry of pyrimido[4,5-d]pyrimidines and pyrimido[5,4-d]pyrimidines

“…The procedure involved the synthesis of the Biginelli-type, 4,5,8 a -trisubstituted-hexahydro-pyrimido-[4,5- d ]pyrimidine-diones 109 was described by Magar and coworkers. 40 The process specified a multicomponent one-pot synthesis from the reaction of aromatic aldehydes 60 with urea (58) and acetophenones 107 under optimum conditions in the presence of a recyclable catalyst, sulfated tin oxide (STO), to give the hexahydro-pyrimido-pyrimidine-diones 109. The catalyst was prepared by heating a solution of stannous chloride with a few drops of nitric acid and the subsequent addition of ammonia solution at pH = 8.…”

“…25 Presently, the synthetic procedures of compounds that have a pyrimido [4,5-d]pyrimidine skeleton are variable using different routes, including: (1) the multicomponent condensation reaction of formaline with uracil analogs and amines which gives a product that has antidepressant activity; 22 and (2) several procedures including the three-component condensation of aryl aldehydes, amines such as aniline, aminouracil, thiocyanate salts or aminopyrimidine derivatives and active methylenes under catalytic conditions in a basic or acidic medium, [26][27][28][29][30][31][32][33][34][35][36][37][38] in addition to other reported synthetic approaches. 39,40 On the other hand, pyrimidopyrimidines were synthesized using a regiospecic one-pot reaction under solvent-free and microwave irradiation conditions. 41 The A. S. Fouda).…”

An Effective and Environmentally Friendly One-pot Multicomponent Approach for the Synthesis of spiroannulated hybrid molecules with Preferred Substructures using Indium Triflate as an efficient and Reusable Catalyst

“…20 Their analogues have been shown to have an extensive range of pharmaceutical actions. 21 Their powerful inhibitory capabilities against the tyrosine kinase domain of the epidermis growth factor receptor, 22 5-phosphoribosyl-1-pyrophosphate synthetase, 23 and dihydrofolate reductase, 24 have been completely reported. As a result, widespread resources were dedicated towards synthetic modi cation in the synthesis of these compounds of uracils.…”