Introduction of alkenyl group bearing an electron-withdrawing group to the5-position of imidazole ring by Heck reaction

Authors
Yamashita, M Oda, M Hayashi, K Kawasaki, I Ohta, S
Citation
M. Yamashita et al., Introduction of alkenyl group bearing an electron-withdrawing group to the5-position of imidazole ring by Heck reaction, HETEROCYCLE, 48(12), 1998, pp. 2543-2550
Citations number
15
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLES
ISSN journal
03855414 → ACNP
Volume
48
Issue
12
Year of publication
1998
Pages
2543 - 2550
Database
ISI
SICI code
0385-5414(199812)48:12<2543:IOAGBA>2.0.ZU;2-S
Abstract
A DMF solution of 5-iodo-1-methyl-2-phenylthio-1H-imidazole (7) and a large excess of acrylic esters, acrylonitrile, or methyl vinyl ketone was heated in a sealed tube in the presence of Pd(PPh3)(4) to give the Heck reaction products, 5-alkenyl-1-methyl-2-phenylthio-1H-imidazoles, in 10-84 % yields.