Cyclyzation of lapachol induced by thallium salts

Química Nova

Jesus, Janaina G. de¹  Universidade Federal Fluminense, Niterói, Brasil¹  Ferreira, Letícia L. D. M.¹  Almeida, Leonardo S. de¹  Souza, Pablo P. de¹  Pinto, Lia A.¹  Ribeiro, Carlos Magno R.¹ 

关键词: lapachol;    thallium salts;    cyclization.;   

DOI  :  10.1590/S0100-40422008000400009

学科分类：化学（综合）

来源: Sociedade Brasileira de Quimica

【 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. a-Xyloidone (2) - dehydro-a-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-a-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】

Unknown