Hiromu Hosoya, Luis C. Misal Castro, I. Sultan
Oct 30, 2019
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Influential Citations
23
Citations
Journal
Organic letters
Abstract
4,4'-Bipyridyl worked as an organocatalyst for the reduction of nitroarenes by bis(neopentylglycolato)diboron (B2nep2), followed by hydrolysis to give the corresponding anilines. This reduction proceeded under aerobic conditions without any prepurification of substrates and reagents. We found broad functional group tolerance and compatibility for O- and N-protecting groups under the reaction conditions. The key in this catalytic system was the addition of B2nep2 to 4,4'-bipyridyl to form N,N'-bis[(neopentylglycolato)boryl]-4,4'-bipyridinylidene as a deoxygenating reagent of nitroarenes.