Water-promoted ortho-selective monohydroxymethylation of phenols in the NaBO2 system
Water-promoted ortho-selective monohydroxymethylation of phenols in the NaBO2 system generates salicyl alcohols in 65-97% yields. A remarkable rate-enhancement by water was observed, and NaBO2 appeared to serve the dual role of a suitable base and an efficient chelating reagent. This protocol possesses many advantages such as short reaction times, expanded substrate scope, and high mono- and regio-selectivities. The experimental results were explained by the calculations based on local ionisation energy minima, leading to a possible reaction mechanism.
Dissymmetric Calixarenes with C4- and C2-Symmetry. Synthesis, X-ray Structures, Conformational Fixation, and 1H NMR Spectroscopic Studies
Six dissymmetric calixarenes with C4 symmetry consisting of four 3,4-disubstituted phenolic units have been obtained by condensation of the respective 2- or 6-hydroxymethylated phenols.The regular incorporation of the phenolic units into the
Andreetti, Giovanni D.,Boehmer, Volker,Jordon, J. Graham,Tabatabai, Moniralsadat,Ugozzoli, Franco,et al.
p. 4023 - 4032
(2007/10/02)
Selective Reactions between Phenols and Formaldehyde. A Superior Synthesis of Salicyl Alcohols
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Casiraghi, Giovanni,Casnati, Giuseppe,Puglia, Giuseppe,Sartori, Giovanni
p. 124 - 125
(2007/10/02)
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