Cyclyzation of lapachol induced by thallium salts

Quimica nova

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

[1] Universidade Federal Fluminense, Niterói, Brasil

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, usingTTA and acetic anhydride:water (1:1) as solvent, and dehydro-iso-a-lapachone(3) in 21% yield, using TTA and dichloromethane as solvent. The reactiontime decreased drastically under microwave conditions, but the yields of thesereactions were not the expected.

【 授权许可】

CC BY