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Tetrahedron letters

Sulfone-mediated synthesis of polysubstituted pyridines

D Craig, GD Henry

文献索引:Craig, Donald; Henry, Gavin D. Tetrahedron Letters, 2005 , vol. 46, # 15 p. 2559 - 2562

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被引用次数: 27

摘要

Base-mediated and/or palladium (0)-catalysed bis (allylation) of alkyl 2-(tolylsulfonyl) acetates gives 1, 6-dienes, which upon ozonolytic cleavage of the double bonds and ammonolysis give 2, 6-disubstituted pyridine-4-carboxylic esters. Decarboxylation of one of the 1, 6-diene intermediates followed by deprotonation–alkylation and ozonolysis– ammonolysis gives a 2, 4, 6-trisubstituted pyridine.