Access to azolopyrimidine-6,7-diamines as a valuable “building-blocks” to develop new fused heteroaromatic systems

Direct C–H/C–H Coupling of the Azoloannulated Pteridines with Electron Rich (Hetero)Aromatic Compounds

“…All solvents used were dried and distilled according to standard procedures. Compounds 1 , 10 , S11.1 were obtained and described by us in a previous work . Methods for the synthesis of starting compounds 9 , 11 , 12 are presented in the Supporting Information (S2–S4).…”

“…Compounds 1, 10, S11.1 were obtained and described by us in a previous work. 20 Methods for the synthesis of starting compounds 9, 11, 12 are presented in the Supporting Information (S2−S4). [1,2,4]triazolo [1,5-a]…”

“…Previously, we developed a general approach to the synthesis of azolo­[1,5- a ]­pteridines, and our further interest is related to the study of their modification to obtain donor–acceptor (push–pull) molecules, which are of great interest as new materials for organic electronics …”

“…Previously, we developed a general approach to the synthesis of azolo [1,5-a]pteridines, and our further interest is related to the study of their modification to obtain donor−acceptor (push−pull) molecules, which are of great interest as new materials for organic electronics. 20 One of the promising and relatively environmentally friendly approaches for direct CH-functionalization of electron-deficient molecules such as heterocyclic azines is nucleophilic aromatic substitution of hydrogen (S N H ). 21−23 The nucleophilic substitution of hydrogen mechanism consists of the direct attack by the nucleophile to the CH-fragment of the electron-deficient molecule with the formation of the σ H -adduct, which can subsequently be converted into the aromatic structure via oxidative (S N H AO) or eliminative (S N H AE) pathways.…”

Azolo[5,1‐c][1,2,4]triazines and Azoloazapurines: Synthesis, Antimicrobial activity and in silico Studies

“…3‐Nitroazolo[5,1‐ c ][1,2,4]triazine‐4‐amines are interesting not only in the view of their biological action, but also due to the possibility of structural modification to azoloannulated azapurines [22–24] driven by synthetic capabilities of the nitro group. Azolo[5,1‐ b ]‐6‐azapurines and azolo[5,1‐ b ]‐6,8‐diazapurines have broad therapeutic potential in areas related to purinergic regulation or purine metabolism, like other natural purine isosteres do [25,26] …”