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Vilsmeier–Haack reactions of carbonyl compounds: synthesis of substituted pyrones and pyridines

2004; Elsevier BV; Volume: 60; Issue: 23 Linguagem: Inglês

10.1016/j.tet.2004.04.017

1464-5416

Ajith Dain Thomas, Josemin, C. V. Asokan,

Sulfur-Based Synthesis Techniques

Vilsmeier–Haack reaction of substituted phenylacetones leads to the formation of conjugated iminium salts which on aqueous basic work up afford 3-formyl-4-pyrones and on ammonium acetate-induced cyclization afford 5-aryl-4-chloronicotinaldehydes in good yields.