4906-82-5Relevant articles and documents
Novel one-pot synthesis of acetoxy-2,4-cyclohexadienones
Deota, Pradeep T.,Upadhyay, Piyush R.,Parmar, Hemant S.
, p. 1715 - 1723 (2007/10/03)
A new, simple, one-pot method for the oxidative acetylation of some substituted phenols leading to acetoxycyclohexa-2,4-dienones is described. A novel diacetoxycyclohexadienone 12 has also been prepared using the present method from 2-hydroxymethyl phenol (salicyl alcohol). Copyright Taylor & Francis, Inc.
The in situ generation of alk-1-ynyllead triacetates from terminal acetylenes by zinc-lead exchange and crystal structure of 2,4,7,9,13-pentamethyl-9-phenylethynyl-7,10-ethenospiro[5.5]undeca-1,4-diene-3, 8-dione
Parkinson, Christopher J.,Hambley, Trevor W.,Pinhey, John T.
, p. 1465 - 1468 (2007/10/03)
Methods involving zinc-lead exchange for the one-pot conversion of terminal acetylenes into alk-1-ynyllead(IV) triacetates have been developed, and examples of the in situ C-alkynylation of a number of carbon nucleophiles are reported. An attempt to extend the reaction to phenols by treating 2,4,6-trimethylphenol with phenylethynyllead triacetate led to formation of the spiro dienone 16, the structure of which was determined by X-ray diffraction.
Effects of Reagent Concentrations and Solvents on Reactions of Organomagnesium and Lithium Reagens with o-Quinol Acetates. Differing Reactions Paths from Polymeric Grignards and from Dialkylmagnesiums or Monomeric Grignards
Miller, Bernard,Matjeka, Edward R.,Haggerty, John G.
, p. 3121 - 3127 (2007/10/02)
Studies of the reaction of 6-acetoxy-2,4,6-trimethylcyclohexa-2,4-dien-1-on (2) with isopropylmagnesium bromide showed that decreases in Grignard concentrations resulted in marked reductions in yields of the conjugate addition product, 3-isopropylmesitol (5), and increases in yields of isopropyl mesityl ether (3) and mesitol (4).Similar, though less pronounced, effects were observed with isopropylmagnesium chloride.Reaction of 2 with diisopropylmagnesium or diethylmagnesium resulted in large reductions in yields of 5 or of 3-ethylmesitol.Reactions with dialkylmagnesium reagents or with isopropyllithium were not significantly affected by changes in concentration.It is concluded that electron transfer from diaklylmagnesium reagents are the principal initial steps leading to formation of ethers and reduction products from reactions of o-quinol acetates with Grignard reagents, while non-electron-transfer reactions with the Grignards yield normal and conjugate additions products.
