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Please login to access the full content or check if you have access via Method 2: From Acylketene Dithioacetals, Ketones, and Ammonium Salts

DOI: 10.1055/sos-SD-015-00002

Spitzner, D.Science of Synthesis, (20051521.

The addition of deprotonated methyl ketones to acylketene dithioacetals 35 is a straightforward procedure for the synthesis of a 1,5-dioxoalkene intermediate which cyclizes in a second step (without workup) with ammonium acetate in glacial acetic acid to provide 4-sulfanylpyridines 36 (Scheme 13).[‌75‌] Pyridinepyrimidine oligomers, e.g. 37, can be formed similarly (Scheme 13),[‌76‌‌79‌] as can terpyridines.[‌80‌] The sulfanyl function can be replaced by a hydrogen using nickel boride.[‌81‌]

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