Tetrahedron p. 5889 - 5898 (1996)
Update date:2022-08-03
Topics:
Dell'Erba, Carlo
Novi, Marino
Petrillo, Giovanni
Tavani, Cinzia
The reactions of the enolates of tert-butyl alkanoates 2 and N,N-dialkylalkanamides 3 with tert-butyl p-tolylazo sulfide 1 in THF furnish good yields of the corresponding α-p-tolylhydrazonylated esters 4 and amides 5. Results are reported showing the possible transformation of 4 and 5 into the N-methylated derivatives 8 and 9 and the subsequent deblocking of the protected carbonyl function to the corresponding 2-oxoalkanoates 10 and 2-oxoalkanamides 11.
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