ol0162668_si_001.doc (54.5 kB)
Regioselective Aromatic Borylation in an Inert Solvent†
journal contribution
posted on 2001-08-08, 00:00 authored by Man Kin Tse, Jian-Yang Cho, Milton R. SmithA protocol for performing Rh catalyzed aromatic borylations in cyclohexane has been devised. Borylation at the 5-position of several 1,3-substituted aromatic species ranging from electron-rich (1,3-(NMe2)2C6H4) to electron-deficient (1,3-(CF3)2C6H4) yields the corresponding aryl
boronate esters. Veratrole was selectively borylated at the 4-position, thus extending regioselectivity to 1,2-substituted benzenes. Selective
borylation at the 3-position of an N-protected pyrrole has also been demonstrated, providing a valuable reagent for cross-coupling reactions
in a single step.