128499-34-3Relevant articles and documents
Convenient Synthesis of Biphenyl-2-carboxylic Acids via the Nucleophilic Aromatic Substitution Reaction of 2-Methoxybenzoates by Aryl Grignard Reagents
Hattori, Tetsutaro,Suzuki, Takatsugu,Hayashizaka, Noriyuki,Koike, Nobuyuki,Miyano, Sotaro
, p. 3034 - 3040 (2007/10/02)
Nucleophilic aromatic substitution (SNAr) of 2-methoxybenzoic esters derived from 2,6-dialkylphenols by aryl Grignard reagents affords 1,1'-biphenyl-2-carboxylates in excellent yields by proper choice of the bulk of the 2,6-dialkyl-substituents. The phenoxyl protecting groups can be easily removed from the resulting biphenyl-2-carboxylates to the free acids by treatment with potassium hydroxide in aqueous ethanol (2,4,6-trimethylphenyl and 2,6-diisopropylphenyl esters) or sodium methoxide in toluene-hexamethylphosphoric triamide (2,6-di-t-butyl-4-methylphenyl esters). The regioselective biphenyl coupling reaction via the SNAr process is utilized for the key-step construction of the biphenyl skeleton in a formal synthesis of cannabinol.
The Hurtley reaction III. A reactivity study of copper(I) 2-halobenzoates either as pure reagents, or under Hurtley reaction conditions, and as a part of mixed (benzoato)(mesityl)copper(I) clusters
Aalten, Henk L.,Koten, Gerard van,Vrieze, Kees,Kerk-van Hoof, Anca van der
, p. 46 - 54 (2007/10/02)
The reactivity of pure isolated copper(I) 2-halobenzoates has been studied at 20 and 80 deg C either with or without oxidizing agents (O2 and CuBr2).Furthermore, these complexes have been reacted at 80 deg C either alone or in combination with sodium acet
