Bibliographic Details
| Title: |
Imidazole-Fused Enediynes by Selective C5-C4 Alkynylations of 4,5-Dibromoimidazoles. |
| Authors: |
Lessi, Marco1, Panattoni, Alessandro2, Guglielmero, Luca1,3, Minei, Pierpaolo1, Bellina, Fabio1 fabio.bellina@unipi.it |
| Source: |
Synthesis. 2019, Vol. 51 Issue 4, p933-943. 11p. |
| Subjects: |
Imidazoles, Enediynes, Palladium, Sonogashira reaction, Aromatization |
| Abstract: |
An efficient synthesis of symmetrical 1,2-disubstituted 4,5- dialkynylimidazoles by Sonogashira alkynylation of the corresponding 4,5-dibromo derivatives was developed. Moreover, through a careful tuning of the palladium ligand, unsymmetrical 1,2-disusbtituted 4,5-dialkynylimidazoles were also prepared through a regioselective C5 alkynylation of 4,5-dibromoimidazoles, followed by a second alkynylation involving the 4-bromo derivatives so obtained. This interesting class of imidazole-fused enediynes is also able to give thermal Bergman cycloaromatization (BC), as proved by DSC experiments. [ABSTRACT FROM AUTHOR] |
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| Database: |
Engineering Source |
