多取代吡咯的简便合成方法。
A facile synthesis of polysubstituted pyrroles.
作者信息
Dieter R K, Yu H
机构信息
Howard L. Hunter Chemistry Laboratory, Clemson University, Clemson, South Carolina 29634-0973, USA.
出版信息
Org Lett. 2000 Jul 27;2(15):2283-6. doi: 10.1021/ol006050q.
PMID:10930264
Abstract
alpha-Aminoalkylcuprates prepared from CuX.2LiCl (X = Cl, CN) and 1 equiv of an alpha-lithiocarbamate undergo conjugate addition reactions to alpha,beta-alkynyl ketones in moderate to good yields, affording E:Z mixtures of alpha,beta-enones. Treatment of the conjugate adducts with PhOH/TMSCl in CH(2)Cl(2) effected carbamate deprotection and cyclization to afford a flexible two-step synthesis of substituted pyrroles.
摘要
由CuX·2LiCl（X = Cl、CN）和1当量的α-锂代氨基甲酸酯制备的α-氨基烷基铜酸盐与α,β-炔基酮发生共轭加成反应，产率适中至良好，得到α,β-烯酮的E:Z混合物。在二氯甲烷中用PhOH/TMSCl处理共轭加合物可实现氨基甲酸酯脱保护和环化，从而提供一种灵活的两步法合成取代吡咯。
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