CO-trapping reaction under thermolysis of alkoxyamines: Application to the synthesis of 3,4-cyclopenta-1-tetralones
(Chemical Equation Presented) An efficient one-pot sequence comprising a PRE-mediated radical 5-exo-cyclization, a radical carbonylation, a nitroxide trapping reaction, and a subsequent acid-catalyzed Friedel-Craft-type acylation provides a new entry into
REACTIONS DU TYPE FRIEDEL-CRAFTS DE CERTAINS ACIDES INSATURES SUR LE BENZENE XV. CONTROLE CINETIQUE DE LA REACTION DES ACIDES INSATURES CYCLIQUES
It was studied the reaction of the cyclopentylidene- and cyclopentylacetic acids and the lactone of the cis-hydroxy-2-cyclopentaneacetic acid with the benzene in the presence of aluminium chloride complexed with nitromethane or iron(III) chloride as catalyst. In these conditions the rearrangement of the reaction products was quite limitted. The reaction products were identified and a reaction mechanism was proposed.
Razus, Alexandru C.,Arvay, Zsolt,Birzan, Liviu,Nae, Stefania
p. 1259 - 1266
(2007/10/03)
INTRAMOLECULAR CYCLOADDITIONS OF ARYLKETENES WITH ALKENES. REACTIONS OF 5-ARYLBICYCLOHEPTAN-6-ONES.
Intramolecular cycloadditions of arylketenes 4 proceed in excellent yield to give 5-arylbicycloheptan-6-ones 5.Reaction of 5a with KOH in THF gives a 95:5 mixture of 7 and 10.Reaction of 5a with KOEt in ETOH give a 1:3 mixture of 7 and 10.Reaction of 5a with vinyllithium and treatment of the resulting alcohol 23 with KH gives the 1,3-sigmatropic rearrangement product 25.
Snider, Barry B.,Niwa, Maho
p. 3175 - 3178
(2007/10/02)
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