Efficient sonochemical synthesis of thiazolidinones from piperonilamine

Efficient sonochemical synthesis of thiazolidinones from piperonilamine

Bosenbecker, Juliano; Gouvêa, Daniela P.; Araujo, Thayli R.; Gouvêa, Venise A.; Cunico, Wilson

Abstract:

Thiazolidinones are important five-membered heterocycles that have valuable biological activities in the medicine chemistry. Recently, we published an efficient, solvent free improved synthesis of 2- (alkyl/aryl)-3-arylamino-1,3 thiazolidin-4-ones from hydrazones. In our research program, there is also an interest in improving the methodologies for the preparation of such heterocycles by non-traditional conditions like sonocatalysis. Ultrasound irradiation has been utilized to accelerate a number of synthetically useful reactions during the last few years. In continuation of our studies, the aim of this paper is the sonocatalysis synthesis of heterocyclic thiazolidinones from the cyclocondensation reaction of piperonilamine, arenealdehydes and mercaptoacetic acid.

Thiazolidinones are important five-membered heterocycles that have valuable biological activities in the medicine chemistry. Recently, we published an efficient, solvent free improved synthesis of 2- (alkyl/aryl)-3-arylamino-1,3 thiazolidin-4-ones from hydrazones. In our research program, there is also an interest in improving the methodologies for the preparation of such heterocycles by non-traditional conditions like sonocatalysis. Ultrasound irradiation has been utilized to accelerate a number of synthetically useful reactions during the last few years. In continuation of our studies, the aim of this paper is the sonocatalysis synthesis of heterocyclic thiazolidinones from the cyclocondensation reaction of piperonilamine, arenealdehydes and mercaptoacetic acid.

Palavras-chave:

DOI: 10.5151/chempro-14bmos-R0059-1

Referências bibliográficas

• [1] 1 W. Cunico, C.R.B. Gomes, W.T. Vellasco Jr., Mini-Rev. Org. Chem. 5 (2008) 336.
• [2] 2 P.D. Neuenfeldt, B.B. Drawantz, G.M. Siqueira, C.R.B. Gomes, S.M.S.V. Wardell, A.F.C. Flores, W. Cunico, Tetrahedron Lett. 51 (2010) 3106.
• [3] 3 C.R.B.Gomes, M.Moreth, V.Facchinetti, M.V.N. de Souza, W.T. Vellasco Jr., M.C.S. Lourenço, W. Cunico, Lett Drug Des. Discov. 7 (2010) 353.

Como citar:

Bosenbecker, Juliano; Gouvêa, Daniela P.; Araujo, Thayli R.; Gouvêa, Venise A.; Cunico, Wilson; "Efficient sonochemical synthesis of thiazolidinones from piperonilamine", p-59-59. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 1, Setembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-14bmos-R0059-1