49716-75-8Relevant academic research and scientific papers
Die Acylierung von Acetylenen mit β,γ-ungesaettigten Saeurechloriden. Eine neue Synthese von 5-substituierten 2-Cyclopentenonen
Karpf, Martin
, p. 73 - 85 (2007/10/02)
The acylation of acetylenes with α,α-disubstituted, β,γ-unsaturated acid chlorides under Friedel-Crafts-type conditions leads to 5-substituted 2-cyclopentenones.Phenols are formed with β,γ-unsaturated acid chlorides bearing at least one α-H-atom.These transformations are explained by the intramolecular cyclization of the initially formed vinyl cation, which, in the cases of α,α-disubstituted acid chlorides, is formed by ring contraction.The reaction leading to 2-cyclopentenones is applied to the syntesis of some spirodeca-2,6-dienones.
THE ACYLATION OF ACETYLENES WITH β,γ-UNSATURATED ACID CHLORIDES: A NEW SYNTHESIS OF 5,5-DISUBSTITUTED 2-CYCLOPENTENONES
Karpf, Martin
, p. 4923 - 4926 (2007/10/02)
The acylation of acetylenes with α,α-disubstituted, β,γ-unsaturated acid chlorides was found to lead to 5,5-disubstituted 2-cyclopentenones by a novel intramolecular cyclization-rearrangement process.
