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. Issue 43 (21st October 2015)

• Record Type: Journal Article
• Authors: Gu, Xingxian; Georg, Gunda I.
• Is Part Of: Tetrahedron letters. Volume 56:Issue 43(2015)
• Page Start: 5874
• Page End: 5877
• Publication Date: 2015-10-21
• Subjects: 2, 3-Dihydro-4-pyridones -- 4-(Pyrrolidin-1-yl)furan-2(5H)-one -- Regioselective alkylation -- Mannich reaction; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2015.09.004
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Abstract: Reactions of N -alkyl-2, 3-dihydro-4-pyridones and 4-(pyrrolidin-1-yl)furan-2(5 H )-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.