Baylis-Hillman bromides as a source of 1,3-dipoles: Sterically directed synthesis of oxindole-fused spirooxirane and spirodihydrofuran frameworks
Baylis-Hillman bromides as a source of 1,3-dipoles: Sterically directed synthesis of oxindole-fused spirooxirane and spirodihydrofuran frameworks
No Thumbnail Available
Date
2013-02-25
Authors
Basavaiah, Deevi
Badsara, Satpal Singh
Sahu, Bharat Chandra
Journal Title
Journal ISSN
Volume Title
Publisher
Abstract
Poles apart: The sterically directed [3+2] cycloaddition reactions of dipoles that were generated from Baylis-Hillman bromides with isatin dipolarophiles provided a facile synthetic route to spirodihydrofuran oxindoles and spiroepoxy oxindoles (see scheme). a)-c) Me2S, Cs 2CO3, DMF, 15-20 °C, N2, 8 h. EWG: a) CO2Me (Z), b) CO2Me, and c) CN (E). Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Description
Keywords
cycloaddition,
dipoles,
fused-ring systems,
heterocycles,
spiro compounds
Citation
Chemistry - A European Journal. v.19(9)