Abstract
A novel linker of 4-mercaptobenzoic acid (2) was developed for the synthesis of biphenyl derivatives. To evaluate 2 as a linker, 2 was coupled with aminomethyl resin (1) to give mercapto resin (3) as a solid support. The precursor of the target compounds, 4-bromobenzyl bromide was reacted with 3 through sulfide linkage to obtain the resin bound 4-bromobenzyl sulfide (4). Suzuki's cross-coupling reaction of the terminal bromide on the resin (4) was carried out with various aryl boronic acids to obtain biphenyl derivatives. The sulfide functionality was activated to sulfonium salt with CH3I-AgBF4, resin 6. Various nucleophiles were treated with the resin yielding the array of biphenyls.
