A SIMPLE AND EFFECTIVE METHOD FOR THE REDUCTION OF ACYL SUBSTITUTED HETEROCYCLIC 1,3-DICARBONYL COMPOUNDS TO ALKYL DERIVATIVES BY ZINC - ACETIC-ACID - HYDROCHLORIC-ACID

Authors
KAPPE T AIGNER R ROSCHGER P SCHNELL B STADLBAUER W
Citation
T. Kappe et al., A SIMPLE AND EFFECTIVE METHOD FOR THE REDUCTION OF ACYL SUBSTITUTED HETEROCYCLIC 1,3-DICARBONYL COMPOUNDS TO ALKYL DERIVATIVES BY ZINC - ACETIC-ACID - HYDROCHLORIC-ACID, Tetrahedron, 51(47), 1995, pp. 12923-12928
Citations number
41
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
51
Issue
47
Year of publication
1995
Pages
12923 - 12928
Database
ISI
SICI code
0040-4020(1995)51:47<12923:ASAEMF>2.0.ZU;2-Y
Abstract
3-Acyl-4-hydroxy-2(1H)-quinolones (1a-k) were reduced in good yields ( 66-97%) to 3-alkyl-4-hydroxy-2(1H)-quinolinones (2a-k) using zinc powd er (particle size <45 mu M) in acetic acid/hydrochloric acid. This met hod could be transformed to 3-acetyl-4-hydroxy-coumarin (1l), 3-acetyl -4-hydroxy-2-pyranone (3a) and 3-acetyl-4-hydroxy-2(1H)-pyridinone (3b ), which yielded the 3-ethyl derivatives 21, 4a and 4b, respectively.