Highly selective synthesis of ethanamides via isomerization of by ruthenium (E)-N-aryl-N-(1-propenyl) N-allyl ethanamides catalyzed complexes

Authors
Krompiec, S Pigulla, M Szczepankiewicz, W Bieg, T Kuznik, N Leszczynska-Sejda, K Kubicki, M Borowiak, T
Citation
S. Krompiec et al., Highly selective synthesis of ethanamides via isomerization of by ruthenium (E)-N-aryl-N-(1-propenyl) N-allyl ethanamides catalyzed complexes, TETRAHEDR L, 42(40), 2001, pp. 7095-7098
Citations number
38
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
40
Year of publication
2001
Pages
7095 - 7098
Database
ISI
SICI code
0040-4039(20011001)42:40<7095:HSSOEV>2.0.ZU;2-B
Abstract
A convenient and highly selective method of synthesis of (E)-N-aryl-N-(1-pr openyl)ethanamides via isomerization of respective N-allyl-N-arylethanamide s catalyzed by [RuClH(CO)(PPh3)(3)] has been described. N-Allyl-N-arylethan amides have been obtained by allylation of respective N-arylethanamides und er PTC conditions. It is proposed that the observed selectivity of the doub le bond migration to (E)-enamides is due to the interaction of the arene ri ng with the Ru atom in the transition state. (C) 2001 Elsevier Science Ltd. All rights reserved.