16075-82-4

Upstream product

• 40485-33-4 5-Hydroxy-5-methylhex-2-ynophenone 
• 133721-54-7 4-Chloro-2,2-dimethyl-6-phenyl-2H-pyran 
• 590-37-4 2-methylpent-4-yn-2-ol 
• 40485-27-6 5-Methyl-1-phenylhex-2-in-1,5-diol 
• 100-52-7 benzaldehyde 
• 6919-61-5 N-methoxy-N-methylbenzamide 
• 1214734-44-7 (Z)-1,5-dihydroxy-5-methyl-1-phenylhex-1-en-3-one 
• 1391852-86-0 5-methyl-1-phenylhex-5-en-2-yn-1-one 
• 1391852-82-6 (Z)-3-methoxy-5-methyl-1-phenylhexa-2,5-dien-1-one 

Downstream Products

• 51575-51-0 1-hydroxy-5-methyl-1,1-diphenyl-4-hexene-3-one 
• 133721-83-2 3-<2,2-Bis(phenylsulfonyl)ethyl>-2,3-dihydro-2,2-dimethyl-6-phenyl-4H-pyran-4-one 
• 133721-60-5 Methyl 2-benzoyl-5-<<(tert-butyl)dimethylsilyl>oxy>biphenyl-3-carboxylate 
• 133721-79-6 Methyl 2-benzoyl-5-methoxybiphenyl-3-carboxylate 
• 133721-54-7 4-Chloro-2,2-dimethyl-6-phenyl-2H-pyran 
• 133721-49-0 5-Bromo-2,3-dihydro-2,2-dimethyl-6-phenyl-4H-pyran-4-one 
• 133721-55-8 5-<<(tert-Butyl)dimethylsilyl>oxy>biphenyl-2-yl phenyl ketone 
• 133721-56-9 5-<(triisopropylsilyl)oxy>biphenyl-2-yl phenyl ketone 
• 133721-67-2 5-Hydroxybiphenyl-2-yl phenyl ketone 
• 245068-78-4 2,2-dimethyl-6-phenyl-2,3-dihydropyran-4-thione 
• 1391852-85-9 C₁₃H₁₁⁽²⁾H₃O₂ 
• 133721-70-7 Methyl 2-benzoyl-5-hydroxybiphenyl-3-carboxylate 
• 133721-72-9 6-Bromo-5-hydroxybiphenyl-2-yl phenyl ketone 
• 245069-21-0 4-(4-methoxy-benzylsulfanyl)-2,2-dimethyl-6-phenyl-2H-pyran 

Relevant academic research and scientific papers

Bronsted acid catalyzed cycloisomerizations of 5,2-enyne-1-ones: Highly regioselective synthesis of 2,3-dihydro-4H-pyran-4-ones

Dual-action catalyst: A Bronsted acid catalyzed regioselective cycloisomerization was found to be highly effective for the preparation of structurally diverse 2,3-dihydro-4H-pyran-4-ones in a 6-exo-trig manner from the corresponding 5,2-enyne-1-ones. In t

Highly efficient indium(III)-mediated cyclisation of 5-hydroxy-1,3- diketones to 2,3-dihydro-4H-pyran-4-ones; Mechanistic insights from in situ Fourier transform infrared spectroscopy

5-Hydroxy-1,3-diketones have been synthesised in a facile one-pot reaction from the treatment of acid chlorides with non-substituted ketones and LiHMDS. Subsequent cyclisation to 2,3-dihydro-4H-pyran-4-ones occurs rapidly and in high yield (89-99%) when mediated by anhydrous indium(iii) chloride. A spectroscopic study of the reaction using in situ Fourier transform infrared (FTIR) spectroscopy has shown the reaction to be highly dependent on temperature, metal complex formation and InCl3 concentration. Since the reaction is deactivated by the precipitation of [InCl3·(H 2O)3], the concurrent use of a stronger drying agent, such as molecular sieves 4 A or anhydrous MgSO4, allows the reaction to be successfully carried out at relatively low loadings of InCl 3 (1-10%). In their absence, the optimum reaction conditions were found to be a diketone:InCl3 ratio of 3:1 in toluene, and a reaction temperature of 80 °C.

A New General Synthesis of 2,2-Dialkyl-2,3-dihydro-4H-pyran-4-ones and Their Application for the in situ Preparation of Electron-Rich Dienes in Carbonyl-Alkyne Exchange Reactions with Acetylenes

The substituted 2,2-dialkyl-2,3-dihydro-4H-pyran-4-ones of type II and III have been prepared by acid-catalyzed cyclization of the corresponding substituted acetylenic ketones I in good to excellent yields (Scheme 1).These 2,2-dialkyl-2,3-dihydro-4H-pyran

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.