Efficient diverse approach for quinoxaline‐derived glycosylated and morphinylated analogs

Sulfanyl‐glycosides have been synthesized by reaction of 2,3‐dimercaptoquinoxaline ( 1 ) with acetohalo sugars in presence of base to give the thioglycosides‐derived quinoxalines 5 , 6 , 7 and 9 . Similarly, the acyclic analogs 23 , 24 , 25 , 26 were prepared by coupling of 1 with different acyclo‐alkylating agents. The preparation of 3‐morpholinyl‐quinoxalines 10 and 11 allowed the synthesis of 3‐glycosylsulfanyl‐2‐morpholinyl‐quinoxalines 12 , 13 , 14 and 17 as well as the acyclic analogs 27 , 28 , 29 . Microwave irradiation of the reactants turned out to be preferred over the conventional method for achieving the synthetic goals. This study made an available venue to the synthesis of diverse quinoxaline derivatives. J. Heterocyclic Chem., 2011.