THE USE OF BIS(AMINOL) ETHERS DERIVED FROM ALIPHATIC PRIMARY AMINES IN THE SYNTHESIS OF SECONDARY AND TERTIARY-AMINES

Authors
HEANEY H PAPAGEORGIOU G
Citation
H. Heaney et G. Papageorgiou, THE USE OF BIS(AMINOL) ETHERS DERIVED FROM ALIPHATIC PRIMARY AMINES IN THE SYNTHESIS OF SECONDARY AND TERTIARY-AMINES, Tetrahedron, 52(10), 1996, pp. 3473-3486
Citations number
39
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
52
Issue
10
Year of publication
1996
Pages
3473 - 3486
Database
ISI
SICI code
0040-4020(1996)52:10<3473:TUOBED>2.0.ZU;2-Z
Abstract
A series of bis(aminol) ethers were prepared from primary aliphatic am ines and benzylamine together with formaldehyde and either ethanol or methanol; they were reacted with electrophiles to give N-alkyl-N-alkox ymethyl-methyleneiminium salts which gave mixtures of secondary and te rtiary amines in reactions with electron rich aromatic compounds: sequ ential reactions with two different nucleophiles gave the expected ter tiary amines.