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

被引：56

作者：

Hosoya, Hiromu ^{[1
]}

Castro, Luis C. Misal ^{[1
]}

Sultan, Ibrahim ^{[1
]}

Nakajima, Yumiko ^{[2
]}

Ohmura, Toshimichi ^{[3
]}

Sato, Kazuhiko ^{[2
]}

Tsurugi, Hayato ^{[1
]}

Suginome, Michinori ^{[3
]}

Mashima, Kazushi ^{[1
]}

机构：

[1] Osaka Univ, Grad Sch Engn Sci, Dept Chem, Osaka 5608531, Japan

[2] Natl Inst Adv Ind Sci & Technol, Interdisciplinary Res Ctr Catalyt Chem, Ibaraki 3058565, Japan

[3] Kyoto Univ, Grad Sch Engn, Dept Synthet Chem & Biol Chem, Kyoto 6158510, Japan

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 24期

基金：

奥地利科学基金会;

关键词：

AROMATIC NITRO-COMPOUNDS; METAL-FREE REDUCTION; CHEMOSELECTIVE HYDROGENATION; CATALYZED REDUCTION; B BOND; PYRIDINE; AMINES; DERIVATIVES; DIBORATION; NITROAROMATICS;

D O I：

10.1021/acs.orglett.9b03419

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

4,4'-Bipyridyl worked as an organocatalyst for the reduction of nitroarenes by bis(neopentylglycolato)diboron (13,nep2), 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 0- and N-protecting groups under the reaction conditions. The key in this catalytic system was the addition of 13,nep2 to 4,4'-bipyridyl to form N,N'-bis[(neopentylglycolato)boryl]-4,4'-bipyridinylidene reagent of nitroarenes. as a deoxygenating

引用

页码：9812 / 9817

页数：6

共 47 条

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