1217485-27-2

Upstream product

• 100-52-7 benzaldehyde 
• 927-74-2 3-Butyn-1-ol 

Downstream Products

• 1217485-24-9 5-hydroxy-1-phenyl-2-pentyn-1-one 
• 5198-68-5 6-phenyl-2,3-dihydro-4H-pyran-4-one 
• 1352458-96-8 4,5-diiodo-6-phenyl-3,6-dihydro-2H-pyran 
• 1307905-13-0 N-tert-butoxycarbonyl-(E)-3-amino-5-phenylpent-4-en-1-ol 
• 1307905-62-9 (Z)-1-phenylpent-2-ene-1,5-diol 
• 1307905-26-5 C₁₇H₂₃NO₄ 
• 1307904-99-9 4-((E)-styryl)-2-trichloromethyl-5,6-dihydro-4H-[1,3]oxazine 

Relevant academic research and scientific papers

Metal-Free Br?nsted Acid-Catalyzed Rearrangement of δ-Hydroxyalkynones to 2,3-Dihydro-4 H-pyran-4-ones: Total Synthesis of Obolactone and a Catechol Pyran Isolated from Plectranthus sylvestris

A metal-free, Br?nsted acid, pTsOH-catalyzed intramolecular rearrangement of δ-hydroxyalkynones to substituted 2,3-dihydro-4H-pyran-4-ones was developed. The rearrangement occurs with high regioselectivity under mild and open-air conditions. The scope of work was illustrated by synthesizing an array of aliphatic and aromatic substituted 2,3-dihydro-4H-pyran-4-ones in up to 96% yield, 100% atom economy, and complete regioselectivity. Some of the dihydropyranones are utilized for vinylic halogenations and to complete the total synthesis of bioactive natural products, obolactone and a catechol pyran isolated from Plectranthus sylvestris (Labiatae).

Lewis acid catalyzed intramolecular allylic substitution of bis(trichloroacetimidates): A versatile approach to racemic unsaturated amino acids

Lewis acid catalyzed cyclization of trichloroacetimidates derived from 1,4-butenediols and 1,5-butenediols was achieved to give 4-vinyl oxazolines and 4-vinyloxazines in good to excellent yields. The cyclization products were transformed to protected unsaturated α- and β-amino acids, thus demonstrating the novel approach to access these important classes of compounds. Lewis acid catalyzed cyclization of allylic bis(trichloroacetimidates) (n = 1, 2) provides 4-vinyloxazolines and 4-vinyloxazines. The products of cyclization weredemonstrated to be versatile intermediates for the synthesis of unsaturated α- and β-amino acids. Copyright

Facile synthesis of dihaloheterocycles via electrophilic iodocyclization

An efficient and facile electrophilic iodocyclization for the synthesis of various O-, N-, and S-containing dihaloheterocycles has been developed. A wide range of the substituted propargyl alcohols having -OH, -NTs, and -SAc functional groups reacted with molecular iodine or bromoiodine at ambient temperature to produce the corresponding dihalogenated O-, N-, and S-containing five- and six-membered heterocycles in good to high yields; Under optimized solvent conditions, the reactions of various substituted but-2-yn-1-ones bearing -OH, -NTs, and -SAc functional groups at C4-position, with iodine or bromoiodine at ambient temperature afforded the corresponding 3,4-diiodo- and 3-bromo-4-iodo-substituted furans, pyrroles, and thiophenes in good to high yields. Further transformation of the resulting iodine- or bromine-containing products to polyaromatics potentially of useful as organo-material intermediates has been investigated.

Cationic gold(I)-catalyzed intramolecular cyclization of γ-hydroxyalkynones into 3(2H)-furanones

"Chemical Equation Presented" The combination of (p-CF 3C6H4)3PAuCl and AgOTf generates a powerful catalyst for the intramolecular cyclizations of readily available y-hydroxyalkynones un-der mild conditions. The