Enol Ethers, XIV. Acylation of Keto Enol Ethers with Malonyl Dichloride - A New Synthesis of Phloroglucinols
Phloroglucinols 4 and/or 4-hydroxy-2H-pyran-2-ones 5 are formed from keto enol ethers 1 and malonyl dichloride (2a) in high yields.Since the pyranones 5 can be smoothly converted into phloroglucinols, the reaction of 1 with 2a represents a new, facile synthetic route to phloroglucinols.The reaction proceeds via formation of a chloro carbonyl ketene 8 and its subsequent reaction with 1.The product ratio 4:5 is rationalized in terms of substituent effects in the enol ether substrate.
Effenberger, Franz,Schoenwaelder, Karl-Heinz
p. 3270 - 3279
(2007/10/02)
Ein neuer Weg zu Phloroglucinen - Synthese, Struktur und Reaktionen von (2,4)Phloroglucinophanen
-
Effenberger, Franz,Schoenwaelder, Karl-Heinz,Stezowski, John J.
p. 863 - 864
(2007/10/02)
More Articles about upstream products of 18742-94-4