Different substituted pyridinium N-heteroarylaminides have been prepared in one step from N-aminopyridinium iodide and the Corresponding heteroaryl halide by two alternative routes. The use of Pd catalysis allowed the easy preparation of products from the less reactive haloheterocycles. The use of water as a solvent in conjunction with microwave heating dramatically diminishes the reaction time without having an adverse effect on reaction yields. (C) 2008 Elsevier Ltd. All rights reserved.
Pyridinium N-heteroarylaminides: synthesis of N-heteroaryltetramines based on 1,6-bis(phenoxy)hexane and 1,3-bis(phenoxymethyl)benzene
The synthesis of a set of new N-heteroaryltetramines is reported. A regioselective alkylation on the N-exo nitrogen of pyridinium N-(heteroaryl)aminide with the corresponding tetrabromo compounds, followed by a clean N-N bond reduction of the corresponding tetra-salts, allowed an easy and general method to obtain N, N', N"', A"" -tetrakis(2-heteroaryl) tetra mines. (c) 2007 Elsevier Ltd. All rights reserved.