The Rabe amination after a century: direct addition of N-heterocycles to carbonyl compounds†‡,10.1039/C2OB25595B

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Lactoyl-CoA 全氟丁基戊烷白叶藤碱全氟己基辛烷新白叶藤碱壳寡糖特色专题-生物多肽

The Rabe amination after a century: direct addition of N-heterocycles to carbonyl compounds†‡

Daniele M. Scarpino Schietroma,Mattia R. Monaco,Valerio Bucalossi,Philipp E. Walter,Patrizia Gentili,Marco Bella

Organic & Biomolecular Chemistry Pub Date : 05/10/2012 00:00:00 , DOI:10.1039/C2OB25595B

Abstract

A catalytic version of the Rabe electrophilic amination is presented. This kind of reaction was originally employed in 1918 in a key step for the conversion of quinotoxine to quinine. Ketones and α-substituted aldehydes give the corresponding α-aminated carbonyl compounds in moderate yield. α,α-Unsubstituted aldehydes give rise to amino ketones via a novel rearrangement.