REGIOSPECIFIC GENERATION AND APPLICATION OF 3-LITHIOMETHYL-2-METHYL-1-PHENYLPYRAZOLIN-5-ONE AS 1,3-BINUCLEOPHILE IN AROMATIC ANNELATION - ANOVEL-APPROACH FOR SYNTHESIS OF 1,2-DISUBSTITUTED INDAZOLONES AND THEIR CONDENSED ANALOGS
Kr. Reddy et al., REGIOSPECIFIC GENERATION AND APPLICATION OF 3-LITHIOMETHYL-2-METHYL-1-PHENYLPYRAZOLIN-5-ONE AS 1,3-BINUCLEOPHILE IN AROMATIC ANNELATION - ANOVEL-APPROACH FOR SYNTHESIS OF 1,2-DISUBSTITUTED INDAZOLONES AND THEIR CONDENSED ANALOGS, Tetrahedron, 51(40), 1995, pp. 10941-10952
The enolate anion 5A generated by deprotonation of 2,3-dimethyl- 1-phe
nylpyrazolin-5-one is shown to undergo highly regioselective gamma-1,4
-addition to alpha-oxoketene dithioacetals followed by cycloaromatizat
ion in the presence of boron trifluoride etherate to afford wide range
of novel substituted and condensed indazolones in good yields.