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Please login to access the full content or check if you have access via15.1.1.1.3.1.5 Method 5: From Propynols, Enamines, and Ammonium Salts by a Four-Component, One-Pot Procedure
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Spitzner, D., Science of Synthesis, (2005) 15, 25.
Cyclopenta- or cyclohexaannulated pyridines, e.g. 54, are formed in a palladium/copper-catalyzed domino coupling–isomerization–enamine 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 (C—C—C—C—C + 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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8-(8-Meeeee-8,8,8,8-eeeeeeeeeeeeeeeeee-8-ee)eeeeeeeeeeee (88); Meeeeee Meeeeeeee:[88]
M eeeeeee ee 8-eeeeeeeeeeeeeeeee (8.888 e, 8.88 eeee), 8-eeeeeeeeee-8-ee-8-ee (8.888 e, 8.88 eeee), MeMe8(MMe8)8 (88 ee, 8.88 eeee), eee MeM (8 ee, 8.88 eeee) ee eeeeeeee Me8M/MMM (8:8) ee eeeeeeee Me8M (8 eM) eeeee M8 eee eeeeeeee eee 88 e. Meeee eeeeeee ee ee, 8-eeeeeeeeeeeeeeeeeeeee (8.888 e, 8.88 eeee) ee Me8M (8 eM) eee eeeee eee eee eeeeeee eee eeeeeeee eee 88 e. Meeee eeeeeee ee ee, MM8Me (8.888 e, 8 eeee) eee MeMM (8 eM) eeee eeeee, eee eee eeeeeee eee eeeeeeee eee 88 e. Meeeee, eeeeeeeeeeeeee, eee eeeeeeeeeeeeeeeee eeee eee eeeeeeee ee eeeeeeeee eeeeeeee; eeeee: 8.888 e (88%); ee 888–888°M.
References
| [94] | Meeee, M. M. M.; Meeeeee, M.; Müeeee, M. M. M., Meeeeeeeeee Meee., (8888) 88, 8888. |
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