6 documents found, page 1 of 1
HUISGEN AND HIS ADVENTURES IN A PLAYGROUND OF MECHANISMS AND NOVEL REACTIONS
Gonzaga,Daniel T. G.; Forezi,Luana da S. M.; Lima,Carolina G. de S.; Ferreira,Patricia G.; Silva,Fernando de C. da; Ferreira,Vitor F.The death of professor Rolf Huisgen (1920-2020) was announced on March 26th 2020, in the midst of the COVID-19 pandemic. Professor Huisgen was professor emeritus at the University of Munich in Germany, and studied in detail the mechanism of the 1,3-dipolar cycloaddition reaction, significantly expanding its scope. Even though he did not discover this reaction, it was through his studies that it became important...
A New Strategy for the Synthesis of Nonsymmetrical 3,3’-(Aryl/alkyl-methylene)b...
Ribeiro,Ruan Carlos B.; Freitas,Paula Priscilla de; Moreira,Caroline S.; Moraes,Leonardo G. C. de; Moraes,Matheus G. de; Silva,Fernando de C. daA novel method for the synthesis of nonsymmetrical 3,3’-(aryl/alkyl-methylene)bis-2-hydroxy-1,4-naphthoquinones was developed by using the Mannich adduct of naphthoquinone and the reaction with another moiety of 2-hydroxy-1,4-naphthoquinone. This novel method produces for the first time nonsymmetrical 3,3’-(aryl/alkyl-methylene)bis-2-hydroxy-1,4-naphthoquinones. In a preliminary study, these compounds (15c, 15f...
A new approach for the synthesis of 3-substituted cytotoxic nor-β-lapachones
Cardoso,Mariana F. C.; Silva,Illana M. C. B. da; Santos Júnior,Helvécio M. dos; Rocha,David R.; Araújo,Ana Jérsia; Pessoa,Claudia; Moraes,Manoel O. deSeveral studies have demonstrated the cytotoxic potential of nor-β-lapachone derivative against cancer cells. Considering nor-β-lapachone as an important prototype, a set of new 3-substituted nor-β-lapachones was synthesized by a new synthetic route that involves the use of synthetic intermediate generated for coupling with several nucleophiles containing the carbohydrate and 2H-pyrazole substituent moieties. A...
Otto R. Gottlieb e as conexões com o Brasil de Ernest Wenkert
Pinto,Angelo C.; Silva,Fernando de C. da; Ferreira,Vitor F.Prof. Ernest Wenkert's connections with Brazil on this side of the Atlantic Ocean involved two important links: Profs. Jayr de Paiva Campello and Otto R. Gottlieb. The former, along with Prof. Giuseppe Cilento, was one of those responsible for setting up the Institute of Chemistry of UNICAMP, while Otto Gottlieb was the great pioneer of Natural Products Chemistry in Brazil. The bridge between these two professo...
Theoretical studies of the tautomerism in 3-(2-R-Phenylhydrazono)-naphthalene- ...
Francisco,Acácio I.; Vargas,Maria D.; Fragoso,Thaís P.; Carneiro,J. Walkimar de M.; Casellato,Annelise; Silva,Fernando de C. da; Ferreira,Vitor F.DFT calculations using the B3LYP and PBE1PBE functionals with the standard 6-31G(d) and 6-311+G(2d,p) basis sets were carried out for the 3-(2-phenylhydrazone)-naphthalene-1,2,4-trione system in solution (dmso) and in the gas phase, and showed the keto-hydrazone forms (rotamers Ia and Ib) to be more stable than the enol-azo forms (rotamers IIa and IIb, by about 14 kcal mol-1) and III (by approximately 6 kcal mo...
Synthesis of α- and β-lapachone derivatives from hetero diels-alder trapping of...
Silva,Fernando de C. da; Ferreira,Sabrina B.; Kaiser,Carlos R.; Pinto,Angelo C.; Ferreira,Vitor F.Methylene and aryl o-quinone methides (o-QMs) generated by Knoevenagel condensation of 2-hydroxy-1,4-naphthoquinone with formaldehyde and arylaldehydes, undergo facile hetero Diels-Alder reaction with some substituted styrenes (as dienophiles) in aqueous ethanol media providing derivatives of α- and β-lapachone.