Reaction of 1-aminoisoindole with methyl 4-chloro-3-oxobutanoate
DOI:
https://doi.org/10.17721/fujcV6I2P32-37Keywords:
1-aminoisoindole, methyl 4-chloro-3-oxobutanoate, pyrimido[2, 1-a]isoindol-4(3H)-one, amines, heterocyclization, regioisomers, heteronuclear correlation spectroscopyAbstract
Condensation of bifunctional 1-aminoisoindole with bis-electrophilic methyl 4-chloro-3-oxobutanoate undergoes regioselectively to afford 2-(chloromethyl)-2-hydroxy-2,6-dihydropyrimido[2,1-a]isoindol-4(3H)-one. The structure of the reaction product was unambiguously established by HMQC and HMBC heteronuclear correlations. The functionalization of the synthesized compound by reactions with a series of aliphatic amines was carried out.
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