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Synthesis of Bi-, Ter-, and Quaterpyridinecarboxylates via Propargylisoxazole–Pyridine Rearrangement

Екатерина Е. Галенко, Mariya A. Kryukova, Михаил С. Новиков, Alexander F. Khlebnikov

2020The Journal of Organic Chemistry19 citationsDOI

Abstract

A flexible method was developed for the synthesis of 2,2'-bi-, 2,2':6',2″-ter-, and 2,2':6',2'':6'',2‴-quaterpyridines containing a nicotinic acid moiety. The approach involves the Fe(II)/Au(I)-catalyzed rearrangement of key 4-propargylisoxazole building blocks bearing a pyrid-2-yl or quinolin-2-yl substituent at the 3-position and Pd(0)-catalyzed cross-coupling reactions.

Topics & Concepts

ChemistryPyridineStereochemistryMedicinal chemistryCatalytic C–H Functionalization MethodsChemical Synthesis and AnalysisCatalytic Alkyne Reactions
Synthesis of Bi-, Ter-, and Quaterpyridinecarboxylates via Propargylisoxazole–Pyridine Rearrangement | Litcius