Pesquisa

Fernando C - Vinyl 124 15mar19

sex, 15 mar 2019

Publicado por

Authors:            

Fernandes, Fabio S. 1 ; Rodrigues, Jr., Manoel T. 1 ; Zeoly, Lucas A. 1 ; Conti, Caroline 1 ; Angolini, Celio F. F. 2 ; Eberlin, Marcos Nogueira 2, 3 ; Coelho, Fernando 1


Abstract:

We describe that vinyl-oxadiazoles function as a new and efficient nucleophilic partner for the Morita–Baylis–Hillman (MBH) reaction. The reaction between 5-vinyl-3-aryl-1,2,4-oxadiazoles and aromatic and aliphatic aldehydes, catalyzed by DABCO in the absence of solvent, showed high efficiency to afford a new class of heterocyclic MBH adducts with potential biological activity on yields up to 99% and short reaction times. These synthetically attractive adducts bear a heterocyclic scaffold of large pharmaceutical and commercial interest associated with a plethora of biological effects and technological applications. We also demonstrate their synthetic usefulness by a photoinduced addition reaction to a polyfunctionalized amino alcohol.


1  Institute of Chemistry, Laboratório de Síntese de Produtos Naturais e Fármacos, POB 6154, BR-13083970 Campinas, SP – Brazil

2  Institute of Chemistry, Laboratório ThoMSon de Espectrometria de Massas, University of Campinas, P.O. Box 6154, Campinas, São Paulo 13083-970, Brazil

3  Mackenzie Presbiterian University, São Paulo, São Paulo 01302-907, Brazil


Link para o artigo completo:

https://pubs.acs.org/doi/10.1021/acs.joc.8b02402

Raphael Myracrodruon urundeuva 15mar19

sex, 15 mar 2019

Publicado por

Authors:

Franceschini Sarria, Andre Lucio 1, 2 ; Silva, Taynara Lopes 1 ; de Oliveira, Juliana Magalhaes 1 ; Rodrigues de Oliveira, Milene Aparecida 1 ; Fernandes, Joao Batista 1 ; das Gracas Fernandes da Silva, Maria Fatima 1 ; Vieira, Paulo Cezar 1 ; Venancio, Tiago 1 ; Alves Filho, Elenilson de Godoy 1 ; Batista, Jr., Joao M. 1, 3 ; Carvalho Guido, Rafael Victorio 4


Graphical Abstract:

Raphael Myracrodruon urundeuva 15mar19

 

1  Chemistry Department, Federal University of São Carlos, 13565-905, São Carlos, Brazil

2  Biointeractions and Crop Protection Department, Rothamsted Research, Harpenden, Hertfordshire, AL5 2JQ, United Kingdom

3  Institute of Science and Technology, Federal University of São Paulo, 12231-280, São José dos Campos, Brazil

4  Medicinal Chemistry and Computational Laboratory, Centre for Research and Innovation in Biodiversity and Drugs Discovery, São Carlos Institute of Physics, University of São Paulo, 13563-120, São Carlos, Brazil


Link para o artigo completo:

https://www.sciencedirect.com/science/article/pii/S0031942218302206?via%3Dihub