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Regioselective C5-alkylation and C5-methylcarbamate formation of 2,3-dihydro-4-pyridones and C3-alkylation and C3-methylcarbamate formation of 4-(pyrrolidin-1-yl)furan-2(5H)-one

Author:
Gu, Xingxian, Georg, Gunda I.
Source:
Tetrahedron letters 2015 v.56 no.43 pp. 5874-5877
ISSN:
0040-4039
Subject:
alkylation, chemical derivatives, chemical structure, formaldehyde, methylcarbamates, perchlorates, regioselectivity
Abstract:
Reactions of N-alkyl-2,3-dihydro-4-pyridones and 4-(pyrrolidin-1-yl)furan-2(5H)-one with aldehydes and triethylsilane in a one-flask procedure provided C5 and C3 alkylated derivatives, respectively. Mannich-type reactions with formaldehyde and carbamates in the presence of lithium perchlorate furnished C5/C3 methylcarbamates.
Agid:
6040486