Intramolecular nucleophilic aromatic substitution reactions of (eta(6)-arene)ruthenium complexes: preparation of substituted 2-tetralones

Authors
Pigge, FC Fang, SY
Citation
Fc. Pigge et Sy. Fang, Intramolecular nucleophilic aromatic substitution reactions of (eta(6)-arene)ruthenium complexes: preparation of substituted 2-tetralones, TETRAHEDR L, 42(1), 2001, pp. 17-20
Citations number
19
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
1
Year of publication
2001
Pages
17 - 20
Database
ISI
SICI code
0040-4039(20010101)42:1<17:INASRO>2.0.ZU;2-1
Abstract
A stabilized enolate attached with a carbon tether to a cationic (eta (6)-a rene)(RuCp)-Cp-II moiety was found to participate in an intramolecular SNAr reaction to deliver Ru-coordinated 1-acetyl-2-tetralone. Nucleophilic arom atic substitutions involving substituted beta -dicarbonyl nucleophiles proc eeded with concomitant deacetylation to afford 1-alkyl-2-tetralone derivati ves. The 2-tetralone products were found to be amenable to further stereoco ntrolled elaboration via benzylic alkylation. (C) 2000 Elsevier Science Ltd . All rights reserved.