Ciclização do lapachol induzida por sais de tálio III

Química Nova

Carlos Magno R. Ribeiro¹  Pablo P. De Souza¹  Letícia L. D. M. Ferreira¹  Lia A. Pinto¹  Leonardo S. De Almeida¹  Janaina G. De Jesus¹ 

[1] ,Universidade Federal Fluminense Instituto de Química Departamento de Química OrgânicaNiterói RJ ,Brasil

关键词: lapachol;    thallium salts;    cyclization;   

DOI  :  10.1590/S0100-40422008000400009

来源: SciELO

【 摘 要 】

This work describes the cyclization of lapachol (1) induced by thallium triacetate (TTA) and thallium trinitrate (TTN) in several solvents using magnetic stirring and under microwave irradiation. alpha-Xyloidone (2) - dehydro-alpha-lapachone - was obtained as the main product in these reactions in 20 75% yield. However, rhinacanthin-A (4) was isolated as main product in a 40% yield, using TTA and acetic anhydride:water (1:1) as solvent, and dehydro-iso-alpha-lapachone (3) in 21% yield, using TTA and dichloromethane as solvent. The reaction time decreased drastically under microwave conditions, but the yields of these reactions were not the expected.

【 授权许可】

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