1383437-54-4Relevant articles and documents
Amination of benzoxazoles and 1,3,4-oxadiazoles using 2,2,6,6- tetramethylpiperidine-N-oxoammonium tetrafluoroborate as an organic oxidant
Wertz, Sebastian,Kodama, Shintaro,Studer, Armido
, p. 11511 - 11515 (2011)
No transition metals are necessary to convert benzoxazoles and 1,3,4-oxadiazoles into the corresponding pharmacologically interesting 2-aminated heterocycles by formal direct C(2)-amination using tetramethylpiperidine-N-oxoammonium tetrafluoroborate (TEMPO+BF 4-) as an oxidant (see scheme; TEMP=2,2,6,6- tetramethylpiperidine; TfOH=trifluoromethanesulfonic acid).
Metal-free synthesis of 2-aminobenzoxazoles using hypervalent iodine reagent
Wagh, Yogesh S.,Tiwari, Neelam J.,Bhanage, Bhalchandra M.
, p. 1290 - 1293 (2013/03/13)
A facile, simple, mild, and metal-free protocol for the synthesis of 2-aminobenzoxazoles has been developed via C-H bond amination of benzoxazoles with amines through a ring-opening and subsequent ring-closure approach. The reaction was performed in two steps wherein nucleophilic addition of amines across benzoxazoles takes place in the absence of any reagent or catalyst under solvent-free condition, followed by oxidative ring closure using 2-iodoxybenzoic acid as a hypervalent iodine reagent. Various cyclic, acyclic, and functionalized aliphatic amines were well tolerated under optimized reaction conditions and provided good to excellent yield of respective 2-aminobenzoxazoles.