Novel Solution- and Solid-Phase Syntheses of Heterocyclic Systems

Author: Cabon Gaelle   Gaucher Berangere   Gegout Aline   Heulle Sophie   Masquelin Thierry  

Publisher: Swiss Chemical Society

ISSN: 0009-4293

Source: CHIMIA International Journal for Chemistry, Vol.57, Iss.5, 2003-05, pp. : 248-254

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Abstract

Heterocyclic compounds are an attractive source of screening library structures because they possess varied structural diversity and can exhibit potent biological activity. In this context, we present some of our new and versatile approaches to rapid and efficient syntheses of pharmacologically relevant core structures. These include: combination of both solution- and solid-phase processes in the synthesis of pyrazolo[1,5-a]-[1,3,5]-triazin-4-ones and pyrazolo[1,5-a]-[1,3,5]-triazines; parallel, multi-generation synthesis of highly functionalized heterocyclic compounds in solution; a multi-step synthesis of 2,5-diketopiperazine on solid support taking advantage of a bicyclic β-lactam scaffold, and a combined solid- and solution-phase synthesis of a new class of 2,4-diaminothiazoles.