1918-61-2Relevant articles and documents
Tetrahydrofuranylation of alcohols using hypervalent iodine reagents
French, Andrew N.,Cole, Jonathan,Wirth, Thomas
, p. 2291 - 2294 (2004)
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.
Metal-free tetrahydrofuranylation of alcohols with tertbutyl nitrite
Bi, Kang,Cai, Yue-Ming,Lin, Junyue,Liu, Miao-Chang,Zhou, Yun-Bing
supporting information, (2020/08/06)
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.
Environmentally friendly tetrahydrofuranylation of alcohols using NaHSO4SiO2 under solvent-free conditions
Kinfe, Henok H.,Terblanche, Sullivan,Tshivhase, Konanani D.,Ravhura, Livhuwani
experimental part, p. 272 - 273 (2012/05/20)
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
Troisi, Luigino,Granito, Catia,Ronzini, Ludovico,Rosato, Francesca,Videtta, Valeria
experimental part, p. 5980 - 5983 (2010/11/21)
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.