1263039-73-1Relevant articles and documents
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.
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 (2012/01/11)
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).
Cobalt- and manganese-catalyzed direct amination of azoles under mild reaction conditions and the mechanistic details
Kim, Ji Young,Cho, Seung Hwan,Joseph, Jomy,Chang, Sukbok
supporting information; experimental part, p. 9899 - 9903 (2011/02/25)
A bonding moment: A new cobalt- or manganese-catalyzed amination of azoles has been developed using peroxide and an acid additive to couple various types of azoles with ammonia, and primary or secondary amines (see scheme). The catalyst loadings are low, the optimal reaction conditions are mild, and the substrate scope is broad. The product azoles are an important pharmacophore of high biological activity. Copyright