Solid-phase synthesis of 2-methoxyaniline derivatives by the traceless silicon linker strategy

Article abstract of DOI:10.1016/S0040-4039(99)01817-1

Application of the silicon linkage strategy to the solid-phase synthesis of the rich-electron o-anisidine derivatives is described. The protective t-Boc group was easily removed with B-catechol borane and the isocyanate was successfully prepared with the mild reagent (t-Boc)₂O/DMAP. Carbamates, ureas or amides were prepared and released by cleavage with TFA at room temperature. This method can be used to prepare small focused libraries with biological activity at serotonin receptors.