“…1-Nitronaphthalene ( 1u ) and functionalized heterocyclic nitro compounds, such as those containing pyridine ( 1v and 1w ), quinoline ( 1x , 1y , and 1z ), benzimidazole ( 1aa ), benzoxazole ( 1ab ), or phthalimide ( 1ac ) moieties, have been proven to be tolerated by our reduction protocol to give the corresponding products ( 2u–2ac ) in high yields (at least 78% isolated yield). Notably, unlike previous B 2 (OH) 4 -based reduction methods that reduced both the nitro group and pyridine ring of quinoline, our method using similar compounds did not affect the pyridine ring of quinoline and only reduced the nitro group. , Interestingly, for a substrate with more than one nitro group on the aromatic ring ( 1ad ), only one of the nitro group was reduced to the corresponding amine even when the amount of B 2 (OH 4 ) was increased to 6 equiv ( 2ad ). Finally, for vinyl nitro ( 1ae ) or aliphatic nitro ( 1af ) substrates, reduction of the nitro group did not proceed.…”