83564-77-6

Upstream product

• 6089-04-9 3-(tetrahydropyran-2'-yloxy)propyne 
• 100-52-7 benzaldehyde 
• 74-88-4 methyl iodide 
• 50-00-0 formaldehyd 
• 50874-13-0 1-methoxy-1-phenylpropyne 

Downstream Products

• 112371-43-4 4-methoxy-4-phenylbut-2-enal 
• 1030-09-7 (E)-4-methoxy-1,4-diphenylbut-2-en-1-ol 
• 17057-88-4 3,5-dimethylbiphenyl 
• 1245632-47-6 (3-phenylbicyclo[3.1.0]hex-2-en-1-yl)methanol 
• 83564-70-9 4-phenylbuta-2,3-dien-1-ol 
• 1515-78-2 buta-1,3-dien-1-ylbenzene 
• 107487-48-9 (E)-4-methoxy-4-phenylbut-2-ene-1-ol 

Relevant academic research and scientific papers

Synthesis of 4,5-fused tricyclic quinolines via an acid-promoted intramolecular Friedel-Crafts allenylation of aniline derivatives

A novel method for synthesizing 4,5-fused tricyclic quinoline derivatives based on an acid-promoted intramolecular Friedel-Crafts allenylation of anilines. Using aryl group-substituted propargyl alcohol derivatives with a meta-substituted N-Boc aniline unit as substrates, a four-step reaction sequence involving an acid-promoted intramolecular Friedel-Crafts allenylation of anilines, an acid-promoted intramolecular C-N bond formation, deprotection of the Boc group, and air oxidation proceeded in a single pot, producing the corresponding 4,5-fused tricyclic quinoline derivatives in 31-84% yield.

Gold-catalyzed N, O-functionalizations of 6-allenyl-1-ynes with n-hydroxyanilines to construct benzo[b]-azepin-4-one cores

Gold-catalyzed reactions of 6-allen-1-ynes with N-hydroxyanilines afford thermally stable benzoazepin-4-ones in anti-selectivity; these anti-configured products are easily isomerized to their syn-isomers on a silica column. The mechanism of reactions likely involve initial nitrone/allene cycloadditions, followed by skeletal rearrangement of resulting intermediates.

Nucleophilic Attack on a Carbonyl Group Conjugated to a Chiral Centre: A Search For a Vinylogous Cram's Rule

In a search for a vinylogous version of Cram's rule, 1,4-diphenylbut-2-ene-1,4-dione (5), 4-methoxy-1,4-diphenylbut-2-en-1-one (9), and hex-3-ene-2,5-dione (13) are found to be reduced with low or negligible diastereoselectivity.Similarly, the phenyl Grignard reagent showed no diastereoselectivity in its reaction with 4-methoxy-4-phenylbut-2-enal (12)

A VERSATILE METHOD FOR THE PREPARATION OF ALLENIC ALCOHOLS

A convenient three step procedure to a variety of allenic alcohols is described, which relies on a highly unusual partitioning between two reaction pathways depending on the mode of addition of a reagent.