20459-97-6Relevant academic research and scientific papers
O-SILYLATED ENOLATES IN ORGANIC SYNTHESIS: SULPHUR-MEDIATED ALKYLATION OF ESTERS WITH ALKENES.
Patel, Shailesh K.,Paterson, Ian
, p. 1315 - 1318 (2007/10/02)
O-Silylated ester enolates can be alkylated, under ZnBr2-catalysis, by the PhSCl-adducts of mono- and di-substituted alkenes to give γ-phenylthioesters, from which sulphur can be removed both reductively and oxidatively.This alkene carbosulphenylation rea
Lithium/Ammonia Reductions of 2-Thiophenecarboxylic Acids
Blenderman, Walter G.,Joullie, Madeleine M.,Preti, George
, p. 3206 - 3213 (2007/10/02)
Lithium/ammonia reductions of 2-thiophenecarboxylic acids (1) in the absence of a proton source afforded mixtures of products.In the presence of methanol acyclic mercapto carboxylic acids (4) were the major products.Ring closure of 4 to the corresponding thiolactones (12) showed the double bonds in 4 to be of cis geometry.Attempts were made to prepare Z olefinic compounds derived from these mercapto carboxylic acids.Lithium 2-thiophenecarboxylate salts (2) afforded good yields of the corresponding 2,5-dihydro-2-thiophenecarboxylic acids (3).The presence of substituents on the ring and the ratio of metal to acid were significant factors in determining the nature of this products.A mechanism is proposed to explain the products observed.
