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A simple and convenient method for synthesis of new aminonaphthoquinones derived from lawsone by catalytic multicomponent Mannich reaction

2014; Elsevier BV; Volume: 55; Issue: 31 Linguagem: Inglês

10.1016/j.tetlet.2014.06.031

1873-3581

Rodolfo G. Fiorot, João Francisco Allochio Filho, Thieres M.C. Pereira, Valdemar Lacerda, Reginaldo B. dos Santos, Wanderson Romão, Sandro J. Greco,

Synthesis and biological activity

A clean, efficient and facile one-pot protocol was developed for the synthesis of a series of new aminonaphthoquinones derived from 2-hydroxy-1,4-naphthoquinone (lawsone) by three-component Mannich reaction using catalytic amount of p-TsOH in CH3CN, at room temperature. At the present work, we improved the yield and significantly reduced the reaction time for several Mannich reactions with different amine and aromatic aldehydes using a non-expensive, mild catalyst and suitable solvent.