Facile reductive coupling of benzylic halides with ferrous oxalate dihydrate

被引:15
作者
Khurana, JM [1 ]
Chauhan, S [1 ]
Maikap, GC [1 ]
机构
[1] Univ Delhi, Dept Chem, Delhi 110007, India
关键词
D O I
10.1039/b211792d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Facile reductive coupling of benzylic halides is reported with ferrous oxalate dihydrate in DMF or HMPA under nitrogen atmosphere at 155-160 degreesC. The coupling is proposed to proceed by two successive oxidative additions of benzylic halides to ferrous oxalate to give an intermediate organoiron complex which undergoes concerted dimerization to give the corresponding reductively coupled dimers in high yields.
引用
收藏
页码:1737 / 1740
页数:4
相关论文
共 43 条
[1]   Bromination of diphenylalkanes and the preparation of some stilbene derivatives - Part II beta gamma-diphenyl-n-butane [J].
Barber, HJ ;
Slack, R ;
Woolman, AM .
JOURNAL OF THE CHEMICAL SOCIETY, 1943, :99-101
[2]  
BUCKINGHAM J, 1982, DICT ORGANIC COMPOUN
[3]   SIDE-CHAIN BROMINATION OF SOME ALKYLNAPHTHALENES WITH N-BROMOSUCCINIMIDE [J].
BUUHOI, NP ;
LECOCQ, J .
JOURNAL OF THE CHEMICAL SOCIETY, 1946, (SEP) :830-832
[4]   THE REACTION OF ALPHA-HALOGENATED ARYLALKANES WITH METAL POWDERS IN HYDROXYLATED MEDIA [J].
BUUHOI, NP ;
HOAN, N .
JOURNAL OF ORGANIC CHEMISTRY, 1949, 14 (06) :1023-1035
[5]  
CHAPMAN NB, 1952, J CHEM SOC, P5044
[6]   THE PREPARATION OF SOME SUBSTITUTED 9-CARBOXY-FLUORENES, 9-HYDROXY-FLUORENES, AND 9-HALOGENO-FLUORENES [J].
DICKINSON, JD ;
EABORN, C .
JOURNAL OF THE CHEMICAL SOCIETY, 1959, (JUL-A) :2337-2340
[7]   REARRANGEMENTS OF ORGANOMETALLIC COMPOUNDS .20. THE TITANOCENE METHYLENE ZINC HALIDE COMPLEX - A CONVENIENT SYNTHESIS AND ITS METHYLENATING ACTION ON UNSATURATED CARBON CENTERS [J].
EISCH, JJ ;
PIOTROWSKI, A .
TETRAHEDRON LETTERS, 1983, 24 (20) :2043-2046
[8]   The coupling action of the Grignard reagent V The influence of the halogen atom of the reagent [J].
Ellingboe, E ;
Fuson, RC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1933, 55 :2960-2966
[9]   DEHALOGENATIVE COUPLING OF GEM-DIHALIDES AND BENZYL HALIDES BY MEANS OF HEXACARBONYLTUNGSTEN(0) AND RELATED COMPOUNDS [J].
FUJIWARA, Y ;
ISHIKAWA, R ;
TERANISHI, S .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1978, 51 (02) :589-592
[10]  
GRIBBLE GW, 1977, TETRAHEDRON LETT, V18, P2857