174680-80-9

Upstream product

• 19493-09-5 Methylenetriphenylphosphorane 
• 224317-66-2 2-(but-2-yn-1-yloxy)benzaldehyde 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 90-02-8 salicylaldehyde 
• 89-95-2 2-methyl-benzyl alcohol 

Relevant academic research and scientific papers

Synthesis of tricyclic aromatic compounds by the intramolecular Pauson-Khand reaction promoted by molecular sieves

Pauson-Khand reactions are carried out with different substituted aromatic enynes, yielding tricyclic cyclopentenones related to natural products such as chromenes. Enynes are easily obtained in a two-step approximation from the corresponding salicylaldehydes. The reaction is promoted by dissolved TMANO (trimethylamine N-oxide) and/or 4 A molecular sieves. This new way of induction for the Pauson-Khand reaction increases yields remarkably, allowing the reaction of some substituted alkenes which fail to react in the absence of the zeolite. Isomerization of the double bond of the cyclopentenone ring is observed except when nonterminal triple bonds are used. For trisubstituted alkenes, an interrupted Pauson-Khand process is observed with moderate yields.

Aromatic enynes as substrates for the intramolecular Pauson-Khand reaction

Pauson-Khand reactions are carried out with different substituted aromatic enynes yielding tricyclic cyclopentenones related to natural products. Reaction is promoted by dissolved Me3NO. Isomerization of the double bond of the cyclopentenone is