112718-82-8Relevant articles and documents
An efficient catalyst-free regio- and stereoselective ring-opening of epoxides with phenoxides using polyethylene glycol as the reaction medium
Das, Biswanath,Krishnaiah, Maddeboina,Thirupathi, Ponnaboina,Laxminarayana, Keetha
, p. 4263 - 4265 (2007)
A catalyst-free regio- and stereoselective ring-opening of epoxides with phenoxides has been carried out efficiently using polyethylene glycol as the reaction medium to form the corresponding β-aryloxyalcohols in high yields at room temperature.
Silver nanoparticle-catalysed phenolysis of epoxides under neutral conditions: Scope and limitations of metal nanoparticles and applications towards drug synthesis
Seth, Kapileswar,Roy, Sudipta Raha,Kommi, Damodara N.,Pipaliya, Bhavin V.,Chakraborti, Asit K.
, p. 164 - 172 (2014/06/23)
Chemo- and regio-selective epoxide phenolysis is reported for the first time under neutral condition catalysed by silver nanoparticles. Other metal nanoparticles (e.g., Au, Pd, Cu, In, and Ru) are less effective. The choice of solvent is critical with 2-propanol being the best followed by DEF. Amongst various stabilisers used (surfactants, PEGs, tetra-alkylammonium halides) the tetra-alkylammonium halides are found to be the most effective (TBAF > TBAB > TBACl > TBAI). The role of the silver nanoparticles is envisaged as synchronous mode epoxide-phenol dual activation via a cooperative network of coordination, anion-π interaction, and hydrogen bond. The silver nanoparticles are recovered and reused for five consecutive times. The reaction has been used for the synthesis of propranolol and naftopidil as a few representative cardiovascular drugs.
An efficient catalyst for ring opening of epoxides with phenol and thiophenol under solvent-free conditions
Lu, Hong-Fei,Zhou, Jun-Tao,Cheng, He-Long,Sun, Lei-Lei,Yang, Fei-Fei,Wu, Run-Ze,Gao, Yu-Hua,Luo, Zhi-Bin
, p. 11174 - 11184 (2014/01/06)
An efficient and rapid procedure for ring opening reaction of various epoxides with phenol and thiophenol derivatives was developed. The procedure can be obtained at room temperature under solvent-free condition in presence of (C4H12N2)2[BiCl6] Cl·H2O (1 mol %). This catalyst can be reused several times without significant loss of activity.