C6-aza-arylation Of Purine Nucleoside And C6-alkylatedpurine Synthesized

Nucleoside compounds by modified base and nucleoside analogs in the medical, health andhealth care have important application value and development prospects, the scientificcommunity had currently recognized as the most in the antiviral potential class of drugs,especially the purinenucleoside C⁶were various active groups modified nucleoside derivativesare more and more scientific research workers attention. In this paper, based on the currentresearch hot spot, the application of green synthetic method, economical and efficient synthesisof6aza aromatic moieties of the purine nucleoside compounds and their analogs, and further toexplore6alkylated purines synthesis method, improves the purine6alkylation yield, in syntheticmethods to make innovation results.Purine nucleoside C⁶introduction of Heterocyclic aromatic substituent traditional synthesismethods are mostly have limitations, such as the production rate is too low, too many steps,harsh reaction conditions, the reaction time is long, complex post treatment, the catalyst isexpensive. Therefore, we have developed an operationally simple, efficient and green method forthe preparation of C⁶-azolyl purines (nucleosides) which are very important in biological,pharmaceutical and material sciences. Compared to previously reported approaches, this processavoids the use of organic solvents and metal catalysts, providing a valuable method for thesynthesis of these bioactive C⁶-azolyl purine compounds. The simplicity, generally high yields,and the versatility of the reaction make this methodology quite attractive and useful for librarysynthesis in drug discovery efforts.A variety of purines with different leaving groups at C⁶were synthesized and the effect ofleaving abilities of nine kinds of common leaving groups on the alkylation reaction of purinesand C-2alkyl substituted acetylacetones was studied under catalyst and ligand free conditions.The best leaving group was selected successfully and thus accelerating the reaction rate and theyield of the product. And a plausible reaction mechanism was outlined based on the experimentalresults.All the structure of target compounds in this paper confirmed by¹H-NMR,¹³C-NMR andHRMS. This paper opens up in purine nucleosides and purine bases6modification of the new wayof synthesis of nucleoside analogues, enriches the way, has great academic significance andapplication prospects.