Back to Search Start Over

4,4′-Bipyridyl-Catalyzed Reduction of Nitroarenes by Bis(neopentylglycolato)diboron

Authors :
Hosoya, Hiromu
Misal Castro, Luis C.
Sultan, Ibrahim
Nakajima, Yumiko
Ohmura, Toshimichi
Sato, Kazuhiko
Tsurugi, Hayato
Suginome, Michinori
Mashima, Kazushi
Source :
Organic Letters; December 2019, Vol. 21 Issue: 24 p9812-9817, 6p
Publication Year :
2019

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 B2nep2to 4,4′-bipyridyl to form N,N′-bis[(neopentylglycolato)boryl]-4,4′-bipyridinylidene as a deoxygenating reagent of nitroarenes.

Details

Language :
English
ISSN :
15237060 and 15237052
Volume :
21
Issue :
24
Database :
Supplemental Index
Journal :
Organic Letters
Publication Type :
Periodical
Accession number :
ejs51419477
Full Text :
https://doi.org/10.1021/acs.orglett.9b03419