Preparation of β-keto esters and β-diketones by C-acylation/deacetylation of acetoacetic esters and acetonyl ketones with 1-acylbenzotriazoles

被引:88
作者
Katritzky, AR [1 ]
Wang, ZQ [1 ]
Wang, MY [1 ]
Wilkerson, CR [1 ]
Hall, CD [1 ]
Akhmedov, NG [1 ]
机构
[1] Univ Florida, Dept Chem, Ctr Heterocycl Cpds, Gainesville, FL 32611 USA
关键词
D O I
10.1021/jo049274l
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Acyl-, aroyl-, and heteroaroyl-acetic esters 6a-f and 8a-1 are prepared by reactions of 1-acylbenzotriazoles 1a-k with acetoacetic esters 5 or 7a,b in the presence of sodium hydride followed by regioselective deacetylation. Similar C-acylation/deacetylation of acetylacetone and benzoylacetone affords beta-diketones 10a-d and 13a-c, respectively.
引用
收藏
页码:6617 / 6622
页数:6
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