Preparation of quinolines by reduction of ortho-nitroarenes with zinc in near-critical water

被引:30
作者
Boix, C
de la Fuente, JM
Poliakoff, M
机构
[1] Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England
[2] Univ Cordoba, Dept Quim Organ, E-14004 Cordoba, Spain
关键词
D O I
10.1039/a902554e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We report a preparation of quinoline 2 and indole 4 derivatives by reduction of suitably functionalised o-nitroarenes with Zn powder in H2O at 250 degrees C. The process involves the reduction of the nitro group to an amino group followed by in situ cyclisation with a carbonyl or alcohol moiety in an aqueous medium. The amount of hydroquinoline 3 produced depends on the nature of the carbonyl moiety of the nitroarene.
引用
收藏
页码:641 / 643
页数:3
相关论文
共 24 条
[1]   Hydrolysis and saponification of methyl benzoates -: A green procedure in high temperature water [J].
Alemán, PA ;
Boix, C ;
Poliakoff, M .
GREEN CHEMISTRY, 1999, 1 (02) :65-68
[2]   Applications of high-temperature aqueous media for synthetic organic reactions [J].
An, JY ;
Bagnell, L ;
Cablewski, T ;
Strauss, CR ;
Trainor, RW .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (08) :2505-2511
[3]  
BOIX C, 1999, IN PRESS J CHEM S P1
[4]  
CHIOZZA L, 1852, LIEBIGS ANN CHEM, V83, P117
[6]   Catalytic oxidation in supercritical water [J].
Ding, ZY ;
Frisch, MA ;
Li, LX ;
Gloyna, EF .
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 1996, 35 (10) :3257-3279
[7]  
Drake NL, 1923, ORG SYNTH, V3, P17
[8]  
FRANCK EU, 1987, J CHEM THERMODYN, V19, P225
[9]   Hydrolysis of vegetable oils in sub- and supercritical water [J].
Holliday, RL ;
King, JW ;
List, GR .
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 1997, 36 (03) :932-935
[10]  
JONES G, 1977, CHEM HETEROCYCLIC 1