Abstract
William Pitt and co-workers have created a virtual exploratory heterocyclic library
‘VEHICLe’ containing over 200 unconquered bicyclic heteroaromatic rings, synthetically
feasible with potential medicinal interest. Since the publication of the 22 ‘heteroaromatic
rings of the future’ by Pitt in 2009, 15 of them have been successfully synthesized
as bicyclic or polycyclic forms and evaluated for applications in both biology and
material science. This short review presents the critical synthesis associated with
innovative synthetic methodologies of the synthetically conquered ring scaffolds from
the list of 22 with a spotlight on the scientific contribution of this fascinating
article for the expansion of the chemical diversity.
1 Introduction
2 Heteroaromatic Rings of the Future: The Synthetic challenge?
2.1 4-Pyrido[1,3]oxazin-4-one-P1
2.2 Pyrrolo[2,1-b][1,3]oxazin-4-one-P4
2.3 Furo[2,1-e]pyridazin-4(1H)-one-P5
2.4 Isoxazolo[3,4-c]pyridin-7-one-P6
2.5 5H,6H-[1,2]Thiazolo[5,4-c]pyridin-5-one-P7
2.6 4H,5H-Furo[3,2-b]pyridin-5-one-P8
2.7 1H,5H,6H-Pyrazolo[3,4-c]pyridin-5-one-P9
2.8 Thieno[3,4-c]pyridazine-P10
2.9 Pyrrolo[1,2-c][1,2,3]triazine-P11
2.10 Thieno[3,4-a]oxazole-P12
2.11 2,4-Dihydropyrrolo[3,2-c]pyrazole-P13
2.12 Pyrazolo[1,5-b]isoxazole-P14
2.13 Imidazo[1,5-c]pyrimidin-3(2H)-one-P16
2.14 Cyclopenta[b][1,4]oxazin-5(4H)-one-P17
2.15 2,3-Dihydro-2,6-naphthyridin-3-one-P18
3 Conclusion
Key words
heteroaromatic rings - chemical space - medicinal chemistry - virtual exploratory
heterocycle library
