The synthesis of N-arylcyclopropylamines via palladium-catalyzed C-N bond formation

Authors
Cui, W Loeppky, RN
Citation
W. Cui et Rn. Loeppky, The synthesis of N-arylcyclopropylamines via palladium-catalyzed C-N bond formation, TETRAHEDRON, 57(15), 2001, pp. 2953-2956
Citations number
21
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
57
Issue
15
Year of publication
2001
Pages
2953 - 2956
Database
ISI
SICI code
0040-4020(20010409)57:15<2953:TSONVP>2.0.ZU;2-L
Abstract
A variety of N-arylcyclopropylamines has been prepared in one step, by the Pd-2(dba)(3)/BINAP/NaOtBu-catalyzed amination of an aryl bromide with cyclo propylamine. Compounds bearing the N-aryl substitutent (phenyl, 4-methylphe nyl, 2-methoxyphenyl, 3-methoxyphenyl, 4-chlorophenyl, 1-napthyl, 9-anthryl , 9-phenanthryl, and 3-pyridyl) were prepared in isolated yields ranging fr om 43 to 99%. Overall, this chemistry represents a vast improvement over th e previous multi-step procedures for the synthesis of compounds of this typ e. (C) 2001 Elsevier Science Ltd. All rights reserved.