Chemoselective reductions of nitroarenes:: bromoethanol-assisted phthalocyanatoiron/NaBH4 reductions

被引:34
作者
Wilkinson, HS [1 ]
Tanoury, GJ [1 ]
Wald, SA [1 ]
Senanayake, CH [1 ]
机构
[1] Sepracor Inc, Chem Res & Dev, Marlborough, MA 01752 USA
关键词
D O I
10.1016/S0040-4039(00)01920-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Porphyrinatoiron/NaBH4 and a novel phthalocyanatoiron/NaBH4 catalyst systems were investigated for the reductions of nitroarenes. The phthalocyanatoiron/NaBH4 system was superior to the porphyrinatairon/NaBH4 system. The reductions were performed in good yields and excellent chemoselectivities. The rate of reduction by the PcFe/NaBH4 system increased upon the addition of 2-bromoethanol. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:167 / 170
页数:4
相关论文
共 25 条
[1]  
AOYAMA T, 1983, J AM CHEM SOC, V86, P943
[2]   CATALYTIC REACTIONS OF METALLOPORPHYRINS .4. PHOTOSENSITIZED HYDRIDE TRANSFER - HIGHLY REGIOSELECTIVE 1,4-PHOTOREDUCTION OF NAD(P)+ MODELS UNDER VISIBLE-LIGHT WITH AN ORGANOMETALLIC RHODIUM(III) PORPHYRIN AS SENSITIZER [J].
AOYAMA, Y ;
MIDORIKAWA, K ;
TOI, H ;
OGOSHI, H .
CHEMISTRY LETTERS, 1987, (08) :1651-1654
[3]   Chemoselective reduction of nitroaromatics to anilines using decaborane in methanol [J].
Bae, JW ;
Cho, YJ ;
Lee, SH ;
Yoon, CM .
TETRAHEDRON LETTERS, 2000, 41 (02) :175-177
[4]  
BARLEY M, 1983, J AM CHEM SOC, V86, P5876
[5]  
CHEN F, 1999, LIZI JIAOHUAN YU XIF, V15, P572
[6]  
CHO JG, 1994, APPL BIOCHEM BIOTECH, P2273
[7]   Diethyl chlorophosphite: A mild reagent for efficient reduction of nitro compounds to amines [J].
Fischer, B ;
Sheihet, L .
JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (02) :393-395
[8]   Dihydrogen reduction of nitroorganics, alkenes, alkynes, and Schiff bases using polymer-anchored orthometalated Schiff-base complexes of palladium(II) as catalysts [J].
Islam, SM ;
Bose, A ;
Palit, BK ;
Saha, CR .
JOURNAL OF CATALYSIS, 1998, 173 (02) :268-281
[9]  
Kantam ML, 1998, J MOL CATAL A-CHEM, V133, P293
[10]  
Moody CJ, 1998, SYNLETT, P1028