Synthesis of quinol-4-ones and chroman-4-ones via a palladium-catalysed cascade carbonylation-allene insertion

Authors
Grigg, R Liu, A Shaw, D Suganthan, S Woodall, DE Yoganathan, G
Citation
R. Grigg et al., Synthesis of quinol-4-ones and chroman-4-ones via a palladium-catalysed cascade carbonylation-allene insertion, TETRAHEDR L, 41(36), 2000, pp. 7125-7128
Citations number
9
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
36
Year of publication
2000
Pages
7125 - 7128
Database
ISI
SICI code
0040-4039(20000902)41:36<7125:SOQACV>2.0.ZU;2-#
Abstract
Palladium(0)-catalysed termolecular queuing processes involving oxidative a ddition to aryl iodides followed by low pressure carbonylation, allene inse rtion and capture of the resulting pi-allyl palladium(II) species by an int ernal O- or N-nucleophile occur in good yields. One-pot 3-methylene chroman one/quinolone synthesis-Michael addition-stereoselective reduction are also reported. (C) 2000 Elsevier Science Ltd. All rights reserved.