Related Experiment Video
Updated: Feb 8, 2026

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
A selective removal of the secondary hydroxy group from ortho-dithioacetal-substituted diarylmethanols
Anna Czarnecka1, Emilia Kowalska1, Agnieszka Bodzioch1
1Group of Synthesis of Functional Materials, Centre of Molecular and Macromolecular Studies, Polish Academy of Sciences, Sienkiewicza 112, 90-363 Łódź, Poland.
Abstract:
We present a successful deoxygenation reaction of ortho-1,3-dithianylaryl(aryl)methanols which enables a selective removal of the secondary hydroxy group in presence of the 1,3-dithianyl moiety under reductive conditions. This reaction proceeds well with ZnI2/Na(CN)BH3 in dichloroethane or benzene for both unsubstituted and substituted aryls (by electron-rich groups). This is leading to formyl-protected diarylmethanes with potential application in the synthesis of new pharmaceuticals and optoelectronic materials. This synthetic approach gives an access to a wide variety of functionalized ortho-1,3-dithianylaryl(aryl)methanes in 26-95% yields and is recommended for the substrates containing sulfur atoms, for which transition metal-induced reactions fail.
More Related Videos
11:31Preparation of Hydroxy-PAAm Hydrogels for Decoupling the Effects of Mechanotransduction Cues
Published on: August 28, 2014
07:30A Direct, Regioselective and Atom-Economical Synthesis of 3-Aroyl-N-hydroxy-5-nitroindoles by Cycloaddition of 4-Nitronitrosobenzene with Alkynones
Published on: January 21, 2020
Related Concept Videos
Directing Effect of Substituents: ortho–para-Directing Groups
Secondary Active Transport
Secondary Healthcare System
Primary and Secondary Growth in Roots and Shoots
Trigonometric Substitution
Rationalizing Substitutions