2-(1-酰胺基烷基)吡啶的汇聚式、极性反转合成法。

Johnson Tarn C, Marsden Stephen P

Institute of Process Research and Development, School of Chemistry, University of Leeds, Woodhouse Lane, Leeds LS2 9JT, UK.

Beilstein J Org Chem. 2016 Jan 4;12:1-4. doi: 10.3762/bjoc.12.1. eCollection 2016.

A convenient, one-pot, two-component synthesis of 2-(1-amidoalkyl)pyridines is reported, based upon the substitution of suitably-activated pyridine N-oxides by azlactone nucleophiles, followed by decarboxylative azlactone ring-opening. The synthesis obviates the need for precious metal catalysts to achieve a formal enolate arylation reaction, and constitutes a formally 'umpoled' approach to this valuable class of bioactive structures.

报道了一种便捷的一锅法双组分合成2-(1-酰胺基烷基)吡啶的方法，该方法基于氮杂内酯亲核试剂对适当活化的吡啶N-氧化物的取代，随后进行脱羧开环反应。该合成方法无需使用贵金属催化剂即可实现形式上的烯醇盐芳基化反应，并且是一种构建这类重要生物活性结构的形式上的“非极化”方法。