115420-26-3Relevant articles and documents
INTRAMOLECULAR CYCLOADDITIONS OF ARYLKETENES WITH ALKENES. REACTIONS OF 5-ARYLBICYCLOHEPTAN-6-ONES.
Snider, Barry B.,Niwa, Maho
, p. 3175 - 3178 (1988)
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.
Synthesis of Organolithium Compounds from Phenyl Selenides
Krief, Alain,Nazih, Abdesslame,Hobe, Myriam
, p. 8111 - 8114 (2007/10/02)
Alkyl aryl selenides react with lithium arenides to produce, regioselectively, alkyllithiums and lithium arylselenolates.Experimental conditions, especially the temperature, have a profound effect on the course of this reaction and on the nature of the products.
Reaction of Dilithiated Carboxylic Acids with Iodine: Evidence for the Formation of a Radical Anion Intermediate
Renaud, Philippe,Fox, Marye Anne
, p. 3745 - 3752 (2007/10/02)
The mechanism for oxidative dimerization of carboxylic acid dianions involves single electron transfer to iodine, producing an organic anion radical.Rearrangement of this species was observed with suitable substrates at a rate competitive with intermolecular reactions.The radical anion can dimerize or react with iodine.The iodide thus generated can be isolated (reaction with excess of iodine) or can participate in a polar SN2-type reaction sequence leading to dimeric products (reaction with 1/2 equiv of iodine).The interference by free amines (liberated during the metalation with lithium amides) is rationalized by the formation of a charge-transfer complex with iodine which decomposes, liberating protons.