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15.1.1.1.3.1.5 Method 5: From Propynols, Enamines, and Ammonium Salts by a Four-Component, One-Pot Procedure

DOI: 10.1055/sos-SD-015-00002

Spitzner, D.Science of Synthesis, (20051525.

Cyclopenta- or cyclohexaannulated pyridines, e.g. 54, are formed in a palladium/copper-catalyzed domino couplingisomerizationenamine alkylation sequence, followed by cyclocondensation with an ammonium salt or benzylamine as a nitrogen source (debenzyl­ation is observed, not the formation of N-benzylpyridinium compounds). Neither the intermediate chalcone 53, nor the 1,5-dioxo compound (CCCCC + N process, see Section 15.1.1.1.6.1), is isolated; the 1,5-dioxo compound is used directly to form the pyridine ring (Scheme 17).[‌94‌]

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