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A one-pot microwaves-mediated approach towards 3-methylisoquinolines from hydrazone-derived 1-azatrienes
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1  Instituto de Química Rosario IQUIR (CONICET-UNR), and Facultad de Ciencias Bioquímicas y Farmacéuticas, Universidad Nacional de Rosario (UNR), Suipacha 531 (2000) Rosario, Argentina.


The use of hydrazone-type 1-azatriene derivatives for the synthesis of 3-methyl isoquinolines through a one pot microwave-assisted cyclization was developed and evaluated. The 1-azatrienes were generated by reaction of 2-propenylbenzaldehydes with hydrazines. Their subsequent electrocyclization gave rise to 3-methylisoquinolines, as well as to 3-methyl-3,4-dihydroisoquinolines as reaction by-products. The reaction conditions were optimized, and its scope and limitations were explored.

Keywords: Nitrogen heterocycles, 3-methylisoquinoline synthesis, hydrazones