The use of benzil to obtain functionalized N-heterocycles

Journal of the Brazilian Chemical Society

Mara E. F. Braibante¹  Hugo T. S. Braibante¹  Marciana P. Uliana¹  Carla C. Costa¹  Marcelo Spenazzatto¹ 

[1] ,Universidade Federal de Santa Maria Departamento de Química Santa Maria RS ,Brazil

关键词: solid support;    benzil;    N-heterocycles;   

DOI  :  10.1590/S0103-50532008000500015

来源: SciELO

【 摘 要 】

In this work, the reactivity of benzil was studied, employing C, N- and N, N-nucleophiles, such as ethyl(3-amino substituted) 2-butenoates 4a-c , (S, Z)-ethyl 3-(1-ethoxy-3-hydroxy-1-oxopropan-2-ylamino)but-2-enoate 6, semicarbazide 8 or thiosemicarbazide 10, to evaluate their electrophilic centers as building blocks for the synthesis of the polyfunctionalized heterocyclic compounds, resulting in pyrrolinone 5a-c, pyrrole 7, triazinone 9 and triazinethione 11. The employed benzil 3 was obtained by the oxidation of the benzoin under solvent free conditions in a comparative study between different protocols of oxidation, using the methodology under mild reaction conditions and supported reagent associated to the microwave irradiation, with good results and without aggressive reagents.

【 授权许可】

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