39795-59-0Relevant articles and documents
Direct ortho-Arylation of Pyridinecarboxylic Acids: Overcoming the Deactivating Effect of sp2-Nitrogen
Johnston, Adam J. S.,Ling, Kenneth B.,Sale, David,Lebrasseur, Nathalie,Larrosa, Igor
supporting information, p. 6094 - 6097 (2016/12/09)
Direct arylations of pyridines are challenging transformations due to the high Lewis basicity of the sp2-nitrogen. The use of carboxylates as directing groups is reported, facilitating the Pd-catalyzed C-H arylation of this difficult class of substrates. This methodology allows regioselective C3/C4 arylation, without the need to use solvent quantities of the pyridine, and using low-cost chloro- and bromoarenes as coupling partners. Furthermore, carboxylates could be employed as traceless directing groups through a one-pot C-H arylation/Cu(I)-mediated decarboxylation sequence, thereby accessing directing-group-free pyridine biaryls.
Quantitative Determination of the Electronic Effects of Pyridyl Groups
Shkurko, O. P.,Baram, S. G.,Mamaev, V. P.
, p. 60 - 65 (2007/10/02)
The series of ? constants of 2-, 3-, and 4-pyridyl groups was calculated on the basis of data from the 1H, 13C, and 19F NMR spectra of isomeric aminophenyl-, phenyl-, and fluorophenylpyridines.The literature ? constants and the values found in the research were analyzed.
