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Efficient 'one-pot' methodology for the synthesis of novel tetrahydro-β-carboline, tetrahydroisoquinoline and tetrahydrothienopyridine derivatives

par Ionescu, Alexandra;Cornut, Damien ;Soriano, Sébastien;Guissart, Céline ;Van Antwerpen, Pierre ;Jabin, Ivan
Référence Tetrahedron letters, 54, 45, page (6087-6089)
Publication Publié, 2013

Article révisé par les pairs

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Résumé :

A simple and efficient 'one-pot' methodology was developed to generate a new series of tetrahydro-β-carboline (THBC), tetrahydroisoquinoline (THIQ) and tetrahydrothienopyridine (THTP) derivatives. The key step of the methodology is based on a Pictet-Spengler type cyclization of a reactive N-carbamyliminium ion. This methodology was applied to the synthesis of a library of 32 compounds with potential anti-tumoral activity. © 2013 Elsevier Ltd. All rights reserved.