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Blaise 反应中间体与 1,3-烯炔一锅法串联合成多取代吡啶

Tandem one-pot synthesis of polysubstituted pyridines using the Blaise reaction intermediate and 1,3-enynes.

机构信息

Department of Chemistry and Nano Science (BK21), Ewha Womans University, Seoul 120-750, Korea.

出版信息

Org Lett. 2011 Dec 16;13(24):6390-3. doi: 10.1021/ol202691b. Epub 2011 Nov 10.

DOI:10.1021/ol202691b
PMID:22074496
Abstract

A tandem one-pot method for the construction of a pyridine moiety with selective control of substitution patterns has been developed through the sequential reactions of nitrile with a Reformatsky reagent and 1,3-enyne involving regio- and chemoselective addition of the Blaise reaction intermediate to 1,3-enyne, followed by isomerization, cyclization, and an aromatization cascade.

摘要

通过腈与雷福尔马茨基试剂和 1,3-烯炔的顺序反应,开发了一种构建吡啶部分的串联一锅法,具有选择性控制取代模式的特点,涉及 Blaise 反应中间体区域和化学选择性地加成到 1,3-烯炔,然后进行异构化、环化和芳构化级联。

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