Synthesis of Heteroaryl ortho-Phenoxyethylamines via Suzuki Cross-Coupling: Easy Access to New Potential Scaffolds in Medicinal Chemistry

Abstract Heteroaryl ortho -phenoxyethylamines have been extensively employed in medicinal chemistry as privileged scaffolds for the design of highly potent and selective ligands. Herein an efficient, fast, and general method for the synthesis of heteroaryl phenoxyethylamines via Suzuki­ cross-coupli...

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Bibliographic Details
Published in:Synthesis (Stuttgart) 2015-12, Vol.47 (23), p.3767-3775
Main Authors: Manasieva, Leda Ivanova, Maria, Battisti Umberto, Prandi, Adolfo, Brasili, Livio, Franchini, Silvia
Format: Article
Language:eng ; ger
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Summary:Abstract Heteroaryl ortho -phenoxyethylamines have been extensively employed in medicinal chemistry as privileged scaffolds for the design of highly potent and selective ligands. Herein an efficient, fast, and general method for the synthesis of heteroaryl phenoxyethylamines via Suzuki­ cross-coupling is reported. This approach offers the opportunity to obtain a large variety of biaryls incorporating five-membered (thiophene, furan, thiazole, pyrazole, imidazole) or six-membered (pyridine, pyrimidine) heteroaromatic rings for appropriate libraries of ligands. All the compounds presented here have never been synthesized before and a full structural characterization is given.
ISSN:0039-7881
1437-210X
DOI:10.1055/s-0035-1560456