14789-88-9Relevant academic research and scientific papers
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.
ORTHO-ALKYLATION OF PHENOL WITH 2-HEXENE AND 2-OCTENE IN THE PRESENCE OF ALUMINUM PHENOLATE
Kozlikovskii, Ya. B.,Koshchii, V. A.,Ovsiyuk, T. F.
, p. 49 - 54 (2007/10/02)
The alkylation of phenol with 2-hexene and 2-octene in the presence of aluminum phenolate leads to a mixture of corresponding 3- and 2-alkyl phenyl ethers 2-(3-alkyl)-, 2-(2-alkyl)-, and 4-(2-alkyl)phenols, 2-(2-alkyl)-6-(3-alkyl)phenols, and 2,6-di(2-alkyl)phenols.The overall yield of the products from ortho-alkylation amounts to 90-95percent, and the ortho-para ratio is larger than 14:1.
