This paper describes an efficient route leading to new thienylpyridyl garlands as non-peptidic alpha helix mimetics and potential proteineprotein interactions disruptors. Firstly, we have studied the reactivity of boronic acids and halogenated pyridines and/or thiophenes towards the SuzukieMiyaura cross-coupling reaction in order to obtain bis-thienylpyridines. Secondly, we have functionalized these compounds by a reaction of bromination and the resultant bis-bromothienylpyridines have been found to undergo it- erative Pd-catalyzed coupling based on a pseudo-Garlanding approach with a range of pyridyl boronic acids to produce a new library of thienylpyridyl oligomers.
DESIGN AND SYNTHESIS OF THIENYLPYRIDYL GARLANDS AS NON-PEPTIDIC ALPHA HELIXMIMETICS AND POTENTIAL PROTEIN-PROTEIN INTERACTIONS DISRUPTORS
CORBO, Filomena Faustina Rina;FRANCHINI, Carlo;
2011-01-01
Abstract
This paper describes an efficient route leading to new thienylpyridyl garlands as non-peptidic alpha helix mimetics and potential proteineprotein interactions disruptors. Firstly, we have studied the reactivity of boronic acids and halogenated pyridines and/or thiophenes towards the SuzukieMiyaura cross-coupling reaction in order to obtain bis-thienylpyridines. Secondly, we have functionalized these compounds by a reaction of bromination and the resultant bis-bromothienylpyridines have been found to undergo it- erative Pd-catalyzed coupling based on a pseudo-Garlanding approach with a range of pyridyl boronic acids to produce a new library of thienylpyridyl oligomers.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
