[4+3] cycloadditions with c-heteroannulated furans - Synthesis of novel annulated tropones

Authors
Reck, S Nather, C Friedrichsen, W
Citation
S. Reck et al., [4+3] cycloadditions with c-heteroannulated furans - Synthesis of novel annulated tropones, HETEROCYCLE, 51(6), 1999, pp. 1225
Citations number
17
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLES
ISSN journal
03855414 → ACNP
Volume
51
Issue
6
Year of publication
1999
Database
ISI
SICI code
0385-5414(19990601)51:6<1225:[CWCF->2.0.ZU;2-A
Abstract
Furo[3,4-d]oxazole (1a) and furo[3,4-d]thiazole (1b) react with 1,3-dimethy loxyallyl cationic species to give the [4+3] cycloaddition products (3a,b). The ring opening reaction of these adducts with H2SO4/Et2O yields the annu lated hydroxytropones (4a,b or 5a,b).