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

被引:11
作者
KAPPE, T
AIGNER, R
ROSCHGER, P
SCHNELL, B
STADLBAUER, W
机构
[1] Organic Synthesis Group, Institute of Organic Chemistry, Karl-Franzens-University of Graz, A-8010 Graz
关键词
D O I
10.1016/0040-4020(95)00733-O
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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 powder (particle size <45 mu M) in acetic acid/hydrochloric acid. This method 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.
引用
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页码:12923 / 12928
页数:6
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