@article{MadaniAnghileriHeydenreichetal.2022, author = {Madani, Amiera and Anghileri, Lucia and Heydenreich, Matthias and M{\"o}ller, Heiko Michael and Pieber, Bartholom{\"a}us}, title = {Benzylic fluorination induced by a charge-transfer complex with a solvent-dependent selectivity switch}, series = {Organic letters / publ. by the American Chemical Society}, volume = {24}, journal = {Organic letters / publ. by the American Chemical Society}, number = {29}, publisher = {American Chemical Society}, address = {Washington}, issn = {1523-7060}, doi = {10.1021/acs.orglett.2c02050}, pages = {5376 -- 5380}, year = {2022}, abstract = {We present a divergent strategy for the fluorination of phenylacetic acid derivatives that is induced by a charge-transfer complex between Selectfluor and 4-(dimethylamino)pyridine. A comprehensive investigation of the conditions revealed a critical role of the solvent on the reaction outcome. In the presence of water, decarboxylative fluorination through a single-electron oxidation is dominant. Non-aqueous conditions result in the clean formation of alpha-fluoro-alpha-arylcarboxylic acids.}, language = {en} } @article{SchmidtGeissler2011, author = {Schmidt, Bernd and Geissler, Diana}, title = {Ru- and Pd-Catalysed Synthesis of 2-Arylfurans by One-Flask Heck Arylation/Oxidation}, series = {European journal of organic chemistry}, journal = {European journal of organic chemistry}, number = {25}, publisher = {Wiley-VCH}, address = {Weinheim}, issn = {1434-193X}, doi = {10.1002/ejoc.201100549}, pages = {4814 -- 4822}, year = {2011}, abstract = {2,5-Disubstituted furans were synthesized by one-flask Heck arylation/oxidation sequences. The starting materials are 2-substituted 2,3-dihydrofurans, conveniently available by RCM/isomerization sequences, and arenediazonium salts. These react in ligand-free Heck reactions to afford 2,5-disub-stituted 2,5-dihydrofurans, which are oxidized to the corresponding furans without isolation or intermediate workup. The oxidation is conveniently achieved with chloranil or DDQ, depending on the substrate.}, language = {en} }