MgBr2•OEt2-promoted coupling of ketones and activated acyl donors via soft enolization:: A practical synthesis of 1,3-diketones

被引:19
作者
Lim, Daniel [1 ]
Zhou, Guoqiang [1 ]
Livanos, Alexandra E. [1 ]
Fang, Fang [1 ]
Coltart, Don M. [1 ]
机构
[1] Duke Univ, Dept Chem, Durham, NC 27708 USA
来源
SYNTHESIS-STUTTGART | 2008年 / 13卷 / 13期
关键词
soft enolization; acylation; carbanion; carbonyl compound; C-C coupling reaction;
D O I
10.1055/s-2008-1042947
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Ketones undergo soft enolization and acylation on treatment with MgBr(2)center dot OEt(2), i-Pr(2)NEt, and various acylating agents to give 1,3-diketones. The process is particularly efficient for N-acylbenzotriazoles and O-pentafluorophenyl esters, and, in these cases, is conducted using untreated, reagent grade CH(2)Cl(2) open to the air, thus providing an exceptionally simple approach to the synthesis of this important class of compounds.
引用
收藏
页码:2148 / 2152
页数:5
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