Chemistry of the azaindoles (review)

Deprotometalation-Iodolysis and Direct Iodination of 1-Arylated 7-Azaindoles: Reactivity Studies and Molecule Properties

“…Due to its similarity with indole and purine, 1 H -pyrrolo[2,3- b ] pyridine (7-azaindole) has aroused the interest of the chemical community [ 1 , 2 , 3 , 4 , 5 , 6 , 7 , 8 ], for example, for medicinal applications, as this motif can be found in molecules with of a broad spectrum of bioactivities. Mention may be made, for example, of compounds used to treat diseases involving the abnormal regulation of enzymes.…”

One‐Pot Synthesis of Novel Antiproliferative 9‐Aminoacridines

“…Recently, we decided to examine the influence of other types of substitution and structural factors on the one-pot formation of 9-AnAs. First, aza substitution in the electrophilic aryl reagents, [9] as in chloropyridines and chloropyrimidines, was employed, leading to novel N-pyridyl-and N-pyrimidinyl-9-AA derivatives (III and IV, Scheme 1). Secondly, haloquinone electrophiles were used in an AE reaction with 9-AA, affording novel 9-(acridinylamino)quinones (V and VI Scheme 1), the structural chimeras bearing both reductive (quinone) [10] and intercalating (9-AA) moieties.…”

One-Pot Synthesis of 1,2-Disubstituted 4-, 5-, 6-, and 7-Azaindoles from Amino-o-halopyridines via N-Arylation/Sonogashira/Cyclization Reaction

“…Azaindoles are bioisosteres of the indole scaffold, a privileged structure, and have been used in diverse areas such as materials and medicinal chemistry due to their physicochemical , and pharmacological properties. , Numerous bioactive azaindoles have been described in the literature, with very different substitution patterns, e.g., synthetic analogues of the natural variolins with CDK (cyclin-dependent kinase) inhibitory activities, , cyclooxygenase inhibitors, among others. − …”