Département de chimie moléculaire

Variously substituted 1,3-diarylisobenzofurans, e.g., I, have been regiospecifically prepd. via palladium- and rhodium-catalyzed reaction of functionalized boronic acids onto o-acylbenzaldehydes. Rhodium catalysis has furthermore been improved using microwave activation. Thus, isobenzofurans contg. aryl groups substituted by halogens, unprotected amine, alc. and even aldehyde groups, have been obtained directly in good to satisfactory yields. Divergent results have been obsd. when palladium-, rhodium- and MW-activated rhodium-catalysis was applied to the reaction of phenylboronic acid with an iodinated o-acylbenzaldehyde, leading principally to Suzuki coupling product and/or to iodinated isobenzofuran. [on SciFinder(R)]