Azafluorenes. Synthesis and conversions

Oxidative reactions of azines. 12. Dehydrogenation and oxidation of 2-methyl-9-phenyl-2,3-dihydro-1H-2-azafluorene

“…Continuing our study of the reactions of azafluorenes [2] and the oxidative conversions of heterocyclic compounds containing an allylamine fragment [1, 3] we have turned our attention to the route of oxidation of 2-methyl-9-phenyl-2,3-dihydro-1H-2-azafluorene (1) [4]. This azafluorene derivative is an immediate precursor of the antihistamine and anticholinergic drug thephorin and has a diarylaminoalkylmethane structural fragment which is a so called "magic" pharmacophoric group [5].…”

Scope of Successive C–H Functionalizations of the Methyl Group in 3-Picolines: Intramolecular Carbonylation of Arenes to the Metal-Free Synthesis of 4-Azafluorenones

“… 4-Azafluorenone derivatives have found various other applications, for example, compound 1 as a thrombin inhibitor and 2 as an electron-transporting host material capable of being fabricated into efficient organic light-emitting devices (LED) . Despite these diverse applications, the chemistry of 4-azafluorenones has been least investigated …”

Tungsten-mediated synthesis of triazafluorenes

“…For instance, compounds with five-membered rings such as antipyrine, imidazole, piramidon have been a base of numerous biologically and medically relevant products. Among them, azafluorene derivatives are reported to show antihistamine, neurotropic, antibacterial, antioxidant and pesticide activities [15]. Also, triazafluorene derivatives have recently been prepared and it has been found that they can act as insulin secretagogues [16].…”