1,4- Addition of diazomethane to a heterodiene: a direct preparation of the oxazolic ring.
The reaction of naphthoquinone-oximes (3) and (4) with diazomethane yields directly, in one step, the oxazoles (5) and (6), respectively.
Emery
Flávio da S
Fda S
Núcleo de Pesquisas de Produtos Naturais, Centro de Ciências da Saúde, Universidade Federal do Rio de Janeiro, Rio de Janeiro, RJ, 21944-970, Brasil.
Silva
Raphael S F
RS
de Moura
Kelly C G
KC
Pinto
Maria C F R
MC
Amorim
Mauro B
MB
Malta
Valéria R S
VR
Santos
Regina H A
RH
Honório
Kátia M
KM
da Silva
Albérico B F
AB
Pinto
Antonio V
AV
D020650:Combinatorial Chemistry Techniques; D003978:Diazomethane / Q000737:chemistry*; D009285:Naphthoquinones / Q000737:chemistry*; D010080:Oxazoles / Q000138:chemical synthesis*; D010084:Oxidation-Reduction; D010091:Oximes / Q000737:chemistry*
D009285:Naphthoquinones; D010080:Oxazoles; D010091:Oximes; C483060:naphthoquinone monooxime; D003978:Diazomethane