Furylmethyl ethers

A condensation occurs between 5-hydroxymethylfurfural and malonic ester20 and in a similar way, two molecules of malonic ester react with furan 2,5-dialdehyde.88 A condensation product, XXXV, has also been obtained with hydantoin.89 5-Hydroxymethylfurfural and its acetyl derivative undergo the Perkin reaction with sodium acetate and acetic anhydride giving 5-acetoxymethylfuran 2-acrylic acid (XXXVI).70 Similar products of the same reaction are obtained from 5-methyl-furfural71 and 5,5 -diformyl-l,l -furylmethyl ether (XXVII).61,72... 

Deprotonation. Lithiation at C-2 of Ai-methylindole serves to functionalize at that sition, e.g., via the triethylborate. AUyl 3-furylmethyl ether undergoes rearrangement according to the site of deprotonation. ... 

Guella G, Mancini I, Oztunc A, Pietra F (2000) Conformational Bias in Macrocyclic Ethers and Observation of High Solvolytic Reactivity at a Masked Furfuryl (=2-Furylmethyl) C-Atom. Helv Chim Acta 83 336... 

Amines can also be used to catalyze the cyclotrimerization of nitriles. Amines and cyanogen bromide, in isopropyl ether at — 5°C for 3 h, are reported to give ring A-substituted trisamino-triazines (184 R = Et, 2-furylmethyl, 2-thienylmethyl, and 3-pyridylmethyl) (Equation (36)) <86JAP62226970, 91JAP0368571>. 

Guella, G., Mancini, I., Oztunq, A., and Pietra, F. (2000) Conformational bias in macrocydic ethers and observation of high solvolytic reactivity at a masked furfuryl (=2-furylmethyl) C-atom. Hdv. Chim. Acta, 83, 336-348. 

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