Osarnu Shirnornura, Kosuke Tayarna, Kazutaka Maeta
2013
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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 CH 3 I-AgBF 4, resin 6. Various nucleophiles were treated with the resin yielding the array of biphenyls.