SYNTHESIS AND DIELS-ALDER REACTIONS OF BUTADIENYLPYRIDINIUM BROMIDES

Authors
LEE SJ TZENG CB LIU YI CHIEN CJ CHOU TS
Citation
Sj. Lee et al., SYNTHESIS AND DIELS-ALDER REACTIONS OF BUTADIENYLPYRIDINIUM BROMIDES, Journal of organic chemistry, 62(22), 1997, pp. 7812-7819
Citations number
28
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
62
Issue
22
Year of publication
1997
Pages
7812 - 7819
Database
ISI
SICI code
0022-3263(1997)62:22<7812:SADROB>2.0.ZU;2-R
Abstract
1-(3-Sulfolen-3-yl)pyridinium bromide (5) and 1-(3-methyl-2-sulfolen-4 -yl)pyridinium bromide (35) have been prepared and served as the stabl e precursors for the cation-substituted dienes 6a and 32a, respectivel y. Compounds 6a and 32a are reactive dienes in the Diels-Alder reactio ns with a number of electron-poor dienophiles. Some [4 + 2] cycloaddit ions of 66 and 32a can take place in water.