391865-75-1

Upstream product

• 110-87-2 3,4-dihydro-2H-pyran 
• 57188-99-5 3-butyn-2-yl tetrahydropyranyl ether 
• 100-52-7 benzaldehyde 

Downstream Products

• 125130-89-4 3-bromo-2-methyl-5-phenylfuran 
• 137814-41-6 4-hydroxy-1-phenylpent-2-yn-1-one 
• 110595-68-1 3-chloro-5-phenyl-2-methylfuran 
• 54572-56-4 1-phenylpenta-2,3-dien-1-ol 

Relevant academic research and scientific papers

Synthesis of furans through silver-catalyzed propargyl-claisen rearrangement followed by cyclocondensation

The generation of highly substituted furans from propargyl vinyl ethers bearing a free hydroxy group was investigated. In the presence of catalytic amounts of AgBF4, a formal [3,3] sigmatropic rearrangement takes place in the first stage of the

53. Acid-Catalyzed Cyclization Rections of Substituted Acetylenic Ketones: A New Approach for the Synthesis of 3-Halofurans, Flavones, and Styrylchromones

Acetylenic acetals of type I (Scheme 1) and acetylenic ketones of type III (Scheme 1), 37 and 38 (Scheme 7) are versatile synthetic precursors for the synthesis of various heterocycles by acid-catalyzed cyclization reactions.By this way, substituted 3-halofurans of type II and IV (Scheme 1) and flavones and styrylchromones (Scheme 7) can be synthesized in good-to-excellent yields.The high degree of regioselectivity in the synthesis of the 3-halofurans (Scheme 4) is the result of the regioselective β-addition of HX (X = Cl, Br, I) to the acetylenic aldehyde and acetylenic ketone moieties.A possible mechanism is depicted in Scheme 5.Since 3-halofurans can easily be metalated and substituted, this approach constitutes a new synthesis of highly substituted furans.