1918-61-2

Upstream product

• 109-99-9 tetrahydrofuran 
• 108-93-0 cyclohexanol 
• 1191-99-7 2,3-dihydro-2H-furan 
• 110615-35-5 (2-tetrahydrofuranyl)tri-n-butylstannane 
• 120346-80-7 tetrahydro-2-(phenylsulphonyl)furan 

Downstream Products

• 1927-72-6 Hydroxy-butyl-cyclohexyl-ether 
• 108-93-0 cyclohexanol 

Relevant academic research and scientific papers

Tetrahydrofuranylation of alcohols using hypervalent iodine reagents

Alcohols are converted to their corresponding 2-tetrahydrofuranyl ethers using (diacetoxyiodo)benzene in THF. Reactions are carried out under reflux, or, more effectively, under microwave irradiation. Yields up to 81% are reported without the use of chlorinated solvents.

Vanadium(III) chloride (VCl3): Efficient reagent for the introduction of tetrahydrofuran-based acetal protecting groups for alcohols

Treatment of different types of alcohols with tetrahydrofuran (THF) in the presence of VCl3 and CCl4 smoothly afforded the corresponding THF-based acetals in excellent yields. The reaction is fast at room temperature, and several functional groups are tolerated, with no racemization being observed. A radical mechanism, based on Cl3C ? as the active species, is proposed for this novel kind of transformation, which complements the classical tetrahydro-2H-pyran-2-yl (THP) protocol.

Metal-free tetrahydrofuranylation of alcohols with tertbutyl nitrite

Metal-free tetrahydrofuranylation of alcohols in the presence of tertbutyl nitrite is described, providing a facile and green route for the protection of hydroxy groups. Mechanistic studies demonstrate that this transformation proceeds in a radical way, and involves alkyl nitrite of corresponding alcohol as the key intermediate.

CuBr2-promoted tetrahydrofuranylation of alcohols and 1,3-dione

A method for the CuBr2-promoted tetrahydrofuranylation of alcohols and 1,3-dione has been developed. A variety of different alcohols were efficiently converted into the corresponding 2-tetrahydrofuran ethers in the presence of CuBr2. It is noteworthy that this protocol also successfully converted 1,3-diphenyl-1,3-dione into the corresponding 2-tetrahydrofuran derivative in good yield. Georg Thieme Verlag Stuttgart - New York.

Amberlyst-15-catalyzed one-pot synthesis of 2-aryltetrahydrofurans from tetrahydrofuran

A simple one-step route for the conversion of naphthols and phenols with tetrahydrofuran into corresponding 2-aryltetrahydrofurans using Amberlyst-15 as a catalyst is reported. This is the first example of the acid-mediated formation and rearrangement reactions of tetrahydrofuranyl ethers prepared from the tetrahydrofuran and aromatic/aliphatic hydroxy compounds.

Environmentally friendly tetrahydrofuranylation of alcohols using NaHSO4SiO2 under solvent-free conditions

A simple, environmentally friendly, and efficient tetrahydrofuranylation of alcohols has been developed using NaHSO4SiO2 (0.5 mol%) as a catalyst under solvent-free conditions to yield corresponding THF ethers in good to excellent yi

An economic and efficient tetrahydrofuranylation of alcohols, imines and alkynes

The tetrahydrofuranyl radical, generated by heating tetrahydrofuran in the presence of air and allyl or benzyl chloride, becomes a useful tool in order to transform the hydroxyl functions into ethers, or the CN double bond into amine, or the C-C triple bond into vinyl derivatives. A radical mechanism is proposed followed by a nucleophilic substitution for the alcohol substrate and a radical addition for the iminic and the acetylenic reactants.

Tetrahydrofuranylation of alcohols catalyzed by alkylperoxy- λ3-iodane and carbon tetrachloride

Reaction of primary and secondary alcohols with tetrahydrofuran and a catalytic amount of 1-tert-butylperoxy-1,2-benziodoxol-3(1H)-one in the presence of carbon tetrachloride at 50°C provides an efficient method for protecting the hydroxy group as 2-tetrahydrofuranyl ethers.

An efficient and extremely mild method for protecting alcohols as 2-tetrahydrofuranyl ethers

Reaction of primary or secondary alcohols with BrCCl3 and tetrahydrofuran, usually in the presence of 2,4,6-collidine, leads to the formation of 2-tetrahydrofuranyl ethers in good to excellent yield (56-92%). The reaction mechanism is believed to involve a free-radical chain reaction. (C) 2000 Elsevier Science Ltd.

Direct facile tetrahydrofuranylation of alcohols in p-TsCl/NaH/THF system

Several alcohols were converted in excellent yields into their 2-tetrahydrofuranyl-ethers in the presence of p-TsCl and NaH in THF under mild conditions. A radical process was proposed.