AN IMPROVED SYNTHESIS OF 5-ALKYL-2,3-DIHYDRO-FURAN-2,3-DIONES

Authors
KAPPE CO KOLLENZ G WENTRUP C
Citation
Co. Kappe et al., AN IMPROVED SYNTHESIS OF 5-ALKYL-2,3-DIHYDRO-FURAN-2,3-DIONES, Heterocycles, 38(4), 1994, pp. 779-784
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocycles → ACNP
ISSN journal
03855414
Volume
38
Issue
4
Year of publication
1994
Pages
779 - 784
Database
ISI
SICI code
0385-5414(1994)38:4<779:AISO5>2.0.ZU;2-O
Abstract
The synthesis of 5-tert-butyl-2,3-dihydrofuran-2,3-dione (2a) from eth enyloxysilane (3) and oxalyl chloride is reinvestigated. Apart from 2a , two other reaction products, namely furan-3-yl oxalate (6) and difur an-3-yl oxalate (7) are isolated, explaining the low yield of 2a in th is process. An improved method for the preparation of 2a, and its 5-me thyl analog (2b) by cyclization of acylpyruvic acids (8a,b) is describ ed.