Development of an environmentally suitable process to obtain a series of selanyl-2,3-dihydrobenzofurans

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Detalhes
  • Tipo de apresentação: e-Pôster
  • Eixo temático: Química Orgânica - ORG
  • Palavras chaves: Microwave synthesis; Green Chemistry; Chalcogen; Heterocyclic; Chalcogenofunctionalization;
  • 1 Universidade Federal Fluminense
  • 2 Programa de Pós-Graduação Mestrado e Doutorado / Universidade Federal Fluminense
  • 3 Departamento de Química / Centro de Ciências Físicas e Matemáticas / Universidade Federal de Santa Catarina
  • 4 Universidade Federal de Santa Catarina

Development of an environmentally suitable process to obtain a series of selanyl-2,3-dihydrobenzofurans

Amanda Rebelo de Azevedo

Universidade Federal Fluminense

Resumo

Organochalcogens and the 2,3-dihydrobenzofuran nucleus, a heterocyclic found in a large number of natural products, have been the target of great synthetic interest due to their pharmacological potential.1,2 The sustainable synthesis of molecules formed by the junction of nuclei of biological interest, such as organochalcogens and dihydrobenzofurans, has become a target of great interest. Thus, a new synthesis methodology for selanyl-2,3-dihydrobenzofurans was evaluated and with the optimized conditions the products were obtained with yields ranging from 44-100%. The reactions were carried out under microwave irradiation, for only 15 minutes, and performed from 1 equivalent of allylphenols/naphthols and 1.5 equivalents of diorganoyl diselenides, without the use of solvents, with 30 mol% of molecular iodine and 2 equivalents of DMSO. Finally, compared to traditional methods, the developed methodology is a simple and practical tool free of solvents, metals, for the oxycalcogenilation of 2-allyl-phenols / naphthols derivatives.

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