41833-18-5Relevant academic research and scientific papers
Chemoselective oxidative generation of ortho-quinone methides and tandem transformations
Ishihara, Kazuaki,Kondo, Ryutaro,Nishioka, Kohei,Uyanik, Muhammet
, p. 353 - 362 (2020)
ortho-Quinone methides are useful transient synthetic intermediates in organic synthesis. These species are most often generated in situ by the acid- or base-mediated transformation of phenols that have been pre-functionalized at a benzylic position, or by biomimetic oxidation of the corresponding ortho-alkylphenols with metal oxidants or transition-metal complexes. Here we describe a method for the transition-metal-free oxidative generation of o-QMs from ortho-alkylarenols, using hypoiodite catalysis under nearly neutral conditions, which can then be applied in one-pot tandem reactions. This method for the chemoselective oxidative generation of ortho-quinone methides may prove superior to previous methods with respect to environmental issues and scope, and can be applied to various tandem reactions such as inter- or intramolecular [4 + 2] cycloaddition, oxa-6π-electrocyclization, conjugate addition and spiroepoxidation. [Figure not available: see fulltext.].
Direct imidazolylmethylation of phenols
Yan,Zhang,Yuan,Xie,Zhao
, p. 47 - 52 (2007/10/02)
Direct imidazolylmethylation of phenols was realized by Mannich reaction of phenols with paraformaldehyde and imidazole.
