Tetrahedron Letters

Microwave-assisted conversion of carbonyl compounds into formylated secondary amines: new contribution to the Leuckart reaction mechanism in N- …

F Barba, J Recio, B Batanero

Index: Barba, Fructuoso; Recio, Javier; Batanero, Belen Tetrahedron Letters, 2013 , vol. 54, # 14 p. 1835 - 1838

Full Text: HTML

Citation Number: 4

Abstract

The reductive amination of several carbonyl compounds (Leuckart reaction) has been performed using N-methylformamide and microwave technology. Under these conditions, a new mechanism is proposed via the initial formation of an imine, followed by reduction to the amine by 'in situ'generated formic acid, and further formylation of the amine. Using this methodology, the formyl derivatives of several secondary amines were obtained in good ...

Related Articles:

Cationic carbon to nitrogen rearrangements in the reactions of N-(sulfonyloxy) amines with aldehydes

[Hoffman, Robert V.; Salvador, James M. Journal of Organic Chemistry, 1992 , vol. 57, # 16 p. 4487 - 4490]

Inhibition of human alcohol dehydrogenases by formamides

[Schindler, John F.; Berst, Kristine B.; Plapp, Bryce V. Journal of Medicinal Chemistry, 1998 , vol. 41, # 10 p. 1696 - 1701]

Quenching of singlet oxygen by tertiary aliphatic amines. Structural effects on rates and products

[Baciocchi, Enrico; Del Giacco, Tiziana; Lapi, Andrea Helvetica Chimica Acta, 2006 , vol. 89, # 10 p. 2273 - 2280]

More Articles...