Synthesis of Pyridines and Pyrido[2,3-d]pyrimidines by the Lewis Acid Catalysed Bohlmann-Rahtz Heteroannulation Reaction
- 27 September 2001
- journal article
- letter
- Published by Georg Thieme Verlag KG in Synlett
- Vol. 2001 (10) , 1523-1526
- https://doi.org/10.1055/s-2001-17447
Abstract
Lewis acids catalyse the Bohlmann-Rahtz heteroannulation reaction to generate highly functionalised pyridines from enamino esters and alkynones in a single synthetic step. Of the catalysts studied, ytterbium(III)trifluoromethanesulfonate and zinc(II) bromide are the two most efficient for the synthesis of pyridines and pyrido[2,3-d]pyrimidines, from ethyl β-aminocrotonate or 2,6-diaminopyrimidin-4-one respectively, in up to 94% yield.Keywords
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