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© Institut Pasteur
Cristaux de cellulase, enzyme purifiée de Clostridium thermocellum permettant la digestion de la cellulose. Image colorisée.
Publication : Tetrahedron Letters

Synthesis of novel 9-aryl and heteroarylpurine derivatives via copper mediated coupling reaction

Published in Tetrahedron Letters - 26 Feb 2014

Laurence Morellato, Valérie Huteau and Sylvie Pochet

Tetrahedron Letters 02/2014; 55(9):1625–1627.

A series of 9-(hetero)arylpurine derivatives has been prepared through N-arylation of 6-chloropurine with boronic acids in the presence of copper(II) acetate. Screening reaction conditions in terms of bases and solvents led to the successful coupling of a series of sterically demanding (hetero)arylboronic acids, never described so far. The coupling products were next readily converted into the target adenine derivatives. The described procedure provides easy access to original fragments for screening applications. Moreover these 9-aryl-6-chloropurine derivatives might be useful as intermediates for the preparation of purine derivatives with potential biological properties.

http://www.sciencedirect.com/science/article/pii/S0040403914001373