The one-pot halomethylation of 5-substituted salicylaldehydes as convenient precursors for the preparation of heteroditopic ligands for the binding of metal salts

Wang, Qiang; Wilson, Claire; Blake, Alexander J.; Collinson, Simon R.; Tasker, Peter A. and Schröder, Martin (2006). The one-pot halomethylation of 5-substituted salicylaldehydes as convenient precursors for the preparation of heteroditopic ligands for the binding of metal salts. Tetrahedron Letters, 47(50) pp. 8983–8987.

DOI: https://doi.org/10.1016/j.tetlet.2006.09.149

Abstract

The one-pot bromo- and chloro-methylation of various 5-substituted salicylaldehydes with paraformaldehyde and hydrobromic or hydrochloric acid has been achieved. This approach establishes a convenient and flexible method to attach functional arms to salicylaidehydes for further applications in organic and coordination chemistry. Examples are described using 3-bromomethyl-5-t-butylsalicylaldehyde in the synthesis of piperazine-containing heteroditopic ligands as receptors for metal salts

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