Categories: Synthesis of N-Heterocycles, Synthesis of O-Heterocycles > benzo-fused N-Heterocycles, benzo-fused O-Heterocycles >
Synthesis of Benzoxazolones
Recent Literature
2-phenoxycarbonyl-4,5-dichloropyridazin-3(2H)-one is a solid stable
carbonyl source that is a recyclable. The reagent enables the synthesis of
benzo[d]thiazol-2(3H)-ones, benzo[d]oxazol-2(3H)-ones, and
benzo[d]imidazol-2(3H)-ones using in one pot out under neutral or
acidic conditions to give the corresponding heterocycles in very good yields.
K. E. Ryu, B. R. Kim, G. H. Sung, H. J. Yoon, Y.-J. Yoon,
Synlett, 2015, 26, 1985-1990.
Benzoxazolone pharmacophore is present in many compounds having a wide spectrum
of biological activities. Treatment of N-alkyl-N-arylhydroxylamines
with trichloroacetyl chloride and triethylamine afforded 3-alkylbenzoxazolones
generally in good yields at ambient temperatures. The present method is mild,
wide in scope, economical, and regioselective. Many sensitive groups are
tolerated.
R. N. Ram. V. K. Soni, J. Org. Chem., 2013,
78, 11935-11947.