144867-43-6Relevant articles and documents
Bronsted acid catalyzed addition of phenols, carboxylic acids, and tosylamides to simple olefins
Li, Zigang,Zhang, Junliang,Brouwer, Chad,Yang, Cai-Guang,Reich, Nicholas W.,He, Chuan
, p. 4175 - 4178 (2006)
(Chemical Equation Presented) Intermolecular addition of phenols, carboxylic acids, and protected amines to inert olefins can be catalyzed by low concentrations (1-5%) of triflic acid. Functional groups, such as the methoxyl substitution on aromatics, could be tolerated if the concentration of triflic acid and the reaction temperature are controlled appropriately. This reaction provides one of the simplest olefin addition methods and is an alternative to metal-catalyzed reactions.
Copper Catalyzed sp3 C-H Etherification with Acyl Protected Phenols
Salvador, Tolani K.,Arnett, Charles H.,Kundu, Subrata,Sapiezynski, Nicholas G.,Bertke, Jeffery A.,Raghibi Boroujeni, Mahdi,Warren, Timothy H.
supporting information, p. 16580 - 16583 (2017/01/10)
A variety of acyl protected phenols AcOAr participate in sp3 C-H etherification of substrates R-H to give alkyl aryl ethers R-OAr employing tBuOOtBu as oxidant with copper(I) β-diketiminato catalysts [CuI]. Although 1°, 2°, and 3° C-H bonds may be functionalized, selectivity studies reveal a preference for the construction of hindered, 3° C-OAr bonds. Mechanistic studies indicate that β-diketiminato copper(II) phenolates [CuII]-OAr play a key role in this C-O bond forming reaction, formed via transesterification of AcOAr with [CuII]-OtBu intermediates generated upon reaction of [CuI] with tBuOOtBu.
A Comparative Ancillary Ligand Survey in Palladium-Catalyzed C-O Cross-Coupling of Primary and Secondary Aliphatic Alcohols
Sawatzky, Ryan S.,Hargreaves, Breanna K. V.,Stradiotto, Mark
, p. 2444 - 2449 (2016/06/01)
The utility of RockPhos, Ad-BippyPhos, JosiPhos (CyPF-tBu), and Mor-DalPhos in palladium-catalyzed C-O cross-coupling reactions involving aliphatic alcohols and (hetero)aryl halides under analogous conditions was examined, both at room temperature and at