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15.1.1.1.7.3.5.4 Variation 4: From Enaminonitriles and 1,3-Diketone Enol Ethers (Guareschi–Thorpe-Type Reaction)

DOI: 10.1055/sos-SD-015-00002

Spitzner, D.Science of Synthesis, (20051572.

The original Guareschi reaction is the cyclocondensation of cyanoacetamide with 1,3-dicarbonyl compounds or the corresponding enol ethers to give pyridin-2(1H)-ones. Enaminonitriles, e.g. 249, and 1,3-dicarbonyl compounds or the corresponding enol ethers, however, lead to pyridines, e.g. 250 (Scheme 81).[‌305‌] The alkoxy group of the CCC unit (Michael acceptor) is lost during the aromatization.[‌256‌,‌293‌,‌306‌,‌307‌]

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