66967-26-8

Upstream product

• 412036-15-8 3-allyl-2-hydroxy-4,5-dimethoxy-benzoic acid 
• 121-69-7 N,N-dimethyl-aniline 
• 6906-64-5 4-(allyloxy)-1,2-dimethoxybenzene 
• 92345-90-9 3,4-dimethoxy-2-allylbenzaldehyde 
• 621-59-0 isovanillin 
• 18075-41-7 2-allyl-3-hydroxy-4-methoxybenzaldehyde 
• 18075-40-6 O-allylisovanillin 
• 2033-89-8 3,4-dimethoxyphenol 
• 28373-21-9 2-hydroxy-4,5-dimethoxybenzoic acid methyl ester 
• 854660-61-0 2-allyloxy-4,5-dimethoxy-benzoic acid methyl ester 

Downstream Products

• 66967-27-9 2-allyl-3,4,4-trimethoxycyclohexa-2,5-dienone 
• 501368-18-9 2-allyl-1-allyloxy-3,4-dimethoxybenzene 
• 767290-04-0 2-allyl-1-(2-chloroethoxy)-3,4-dimethoxylbenzene 
• 881199-39-9 2-allyl-1-[(2-allyl-3-ethoxy-4-methoxybenzyl)oxy]-3,4-dimethoxybenzene 
• 881199-40-2 2-allyl-1-[(2-allyl-3-isopropoxy-4-methoxybenzyl)oxy]-3,4-dimethoxybenzene 
• 1194403-16-1 2-(2-allyl-3,4-dimethoxyphenoxy)-1-phenylethanone 
• 1194403-18-3 2-(2-allyl-3,4-dimethoxyphenoxy)-1-(p-tolyl)ethanone 
• 1194403-19-4 2-(2-allyl-3,4-dimethoxyphenoxy)-1-(4-chlorophenyl)ethanone 
• 1194403-20-7 2-(2-allyl-3,4-dimethoxyphenoxy)-1-(4-bromophenyl)ethanone 
• 1194403-17-2 2-(2-allyl-3,4-dimethoxyphenoxy)-1-(4-methoxyphenyl)ethanone 

Relevant academic research and scientific papers

Investigating the microwave-accelerated Claisen rearrangement of allyl aryl ethers: Scope of the catalysts, solvents, temperatures, and substrates

The microwave-accelerated Claisen rearrangement of allyl aryl ethers was investigated, in order to gain insight into the scope of the catalysts, solvents, temperatures, and substrates. Among the catalysts examined, phosphomolybdic acid (PMA) was found to greatly accelerate the reaction in NMP, at temperatures ranging from 220 to 300 °C. This method was found to be useful for preparing several intermediates previously reported in the literature using precious metal catalysts such as Au(I), Ag(I), and Pt(II). Additionally, substrates bearing bromo and nitro groups on the aryl portion required careful tailoring of the reaction conditions to avoid complex product profiles.

Synthesis of dibenzo-fused 10-membered cyclic ethers from isovanillin Via ring-closing metathesis

A synthesis of substituted dibenzo-fused 10-membered cyclic ethers is described. 2-Allylbenzyl alcohols and 2-allylphenols derived from isovanillin were coupled by the Mitsunobu reaction to construct intramolecular dienes with ether linkage. The resulting

A new synthesis of substituted 2,5-dihydro[b]-oxepines

Based on Claisen rearrangement, Baeyer-Villiger oxidation, and ring-closing metathesis (RCM), a series of substituted 2,5-dihydrobenzo[b]-oxepines were synthesized from isovanillin in good over-all yields. Other appropriate substituted 2,5-dihydrobenzo[b]oxepines prepared from corresponding phenol derivatives were also described.

A biomimetic approach to dihydrobenzofuran synthesis

A method for an acid-catalyzed construction of dihydrobenzofuran heterocycles (14) from 2-(2′-hydroxyethyl)quinone precursors 10 is presented. The putative oxonium ion intermediate 17 formed by an intramolecular hydroxyl cyclization followed by dehydration is reduced in situ by an added dihydroquinone source. Good to excellent yields of cyclized products are realized in all cases except for highly electron deficient systems, and these suffer reduction prior to oxonium ion formation. All products are monomeric and derived from a two-electron transfer except for 10g, which affords the dimeric dihydrobenzofuran. The amount of cyclization or reduction product is governed by the HOMO/LUMO gap between the quinone substrate and the dihydroquinone additive, and the product distribution can be adjusted by modifying the electronic properties of the added reducing agent.

The Synthesis of Megaphone

Condensation of 4,4,5-trimethoxy-2-propyl>-2,5-cyclohexadien-1-one (7) with 1,2,3-trimethoxy-5-(1-(Z)-propenyl)benzene in dichloromethane, in the presence of 1 equiv. of stannic chloride, gave (2β,3β,3aα)-3,3a-dihydro-5-methoxy-3-m