4488-40-8Relevant articles and documents
Redox-Neutral Photocatalytic C?H Carboxylation of Arenes and Styrenes with CO2
Bergonzini, Giulia,Brandt, Peter,Fricke, Florian,Johansson, Magnus J.,K?nig, Burkhard,Schmalzbauer, Matthias,Svejstrup, Thomas D.
supporting information, p. 2658 - 2672 (2020/10/07)
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Regioselective synthesis of alkylarenes by two-step ipso-substitution of aromatic dicarboxylic acids
Bramborg, Andrea,Linker, Torsten
, p. 5552 - 5563 (2012/11/07)
A strategy for the regioselective alkylation of arenes was developed, starting from commercially available and inexpensive terephthalic acid or naphthalene-1,4-dicarboxylic acid. The method entails a formal ipso-substitution of the carboxylate groups by a sequence of reductive alkylation under Birch conditions and subsequent acid-mediated rearomatization with loss of carbon monoxide and carbon dioxide. More than 20 different arenes with various side-chains were synthesized. With naphthalene-1,4-dicarboxylic acid as starting material, we were able to control the degree of alkylation by choosing the appropriate electrophile in the Birch reduction. Thus, bisalkylated naphthalenes and naphthoic acids became available chemoselectively. All reactions afforded a single regioisomer exclusively in high yields. Overall, aromatic dicarboxylic acids are suitable substrates for a two-step ipso-substitution that allows the selective synthesis of alkylated benzenes and naphthalenes.
HYDROXYCARBONYLATION OF ARYL AND VINYL BROMIDES
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Page/Page column 10; 12; 13; 15, (2008/06/13)
Process for the preparation of aryl or vinyl carboxylic acids via Pd-catalysed hydroxycarbonylation of aryl and vinyl bromides, wherein the aryl or vinyl bromides are reacted with a carbon monoxide source comprising lithium formate and acetic acid anhydride, in the presence of the combination of palladium complexes with the chelating ligand dppf (1,1-bis[diphenylphosphino]ferrocene).