CYCLOCONDENSATION OF BETA-OXONITRILES WITH KETONES OR ALDEHYDES

Authors
STAMBACH JF JUNG L HUG R
Citation
Jf. Stambach et al., CYCLOCONDENSATION OF BETA-OXONITRILES WITH KETONES OR ALDEHYDES, Heterocycles, 38(2), 1994, pp. 297-303
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocycles → ACNP
ISSN journal
03855414
Volume
38
Issue
2
Year of publication
1994
Pages
297 - 303
Database
ISI
SICI code
0385-5414(1994)38:2<297:COBWKO>2.0.ZU;2-R
Abstract
beta-Oxonitriles (1) are easily condensed with cyclic ketones (2a-e) i n anhydrous strong acidic conditions to give 1-oxa-5-azaspiro[5.5]unde c-2-en-4-ones (3a-e). In the same manner acyclic ketones (2f,g) or ald ehydes (2h,i) afford 2,3-dihydro-4H-1,3-oxazin-4-ones (3f-i). The mech anism of this cyclocondensation is discussed.