Novel thermal and microwave-assisted facile route to naphthalen-2(1H)-ones via an oxidative alkoxylation-ring-opening protocol.
Several novel 1,1-disubstituted-8-hydroxynaphthalen-2(1H)-ones have been efficiently synthesized via a two-step sequence from 2-hydroxy-1-naphthaldehyde oxime. The methodology involves oxidative ring closure and alkoxylation to 3a-alkoxynaphtho[1,8-de][1,2]oxazin-4(3aH)-ones, followed by thermal ring-opening. Both thermal and microwave irradiation conditions were used. A novel one-pot reaction of oxime to 8-isopropoxynaphthalene-1,7-diol using microwave irradiation is also reported.
Dolka
Chrysanthi
C
Department of Chemistry, University of Ioannina, 45110 Ioannina, Greece.
Van Hecke
Kristof
K
Van Meervelt
Luc
L
Tsoungas
Petros G
PG
Van der Eycken
Erik V
EV
Varvounis
George
G
D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D008872:Microwaves; D015394:Molecular Structure; D009284:Naphthols / Q000138:chemical synthesis* / Q000737:chemistry; D010084:Oxidation-Reduction; D010091:Oximes / Q000737:chemistry*
D009284:Naphthols; D010091:Oximes