Abstract
Azoarenes, both symmetrical and unsymmetrical are cleaved into arylamine/s by aluminium metal and ammonium bromide in refluxing methanol with high yields. The rate of the reaction is greatly accelerated by irradiating at 35 kHz in a sonic bath maintained at 25 °C.
References
1.
Nagaraja D.
, and
Pasha M. A.
, Tetrahedron Lett. , 1999 , 40 , 7855 .
2.
Yoo B.W.
,
Choi J. W.
,
Hwang S. K.
,
Kim D. Y.
,
Choi K. I.
, and
Kim J. H.
, Synth. Commun. , 2003 , 33 , 2985 .
3.
Wang L.
,
Pin-Hua L.
, and
Zhao-Qin J.
, Chin. J. Chem. , 2003 , 21 , 222 .
4.
Bhaumik K.
, and
Akamanchi K. G.
, Can. J. Chem. , 2003 , 81 , 197 .
5.
Gowda D.C.
,
Srinivasa G. R.
, and
Abiraj K.
, Ind. J. Chem. , 2003 , 42B , 2885 .
6.
Gowda S.
, and
Gowda D. C.
, Ind. J. Chem. , 2003 , 42B , 180 .
7.
Gowda S.
,
Abiraj K.
, and
Gowda D. C.
, J. Chem. Res , (S), 2002 , 384 .
8.
Ragaini F.
,
Cenini S.
, and
Gasperini M.
, J. Mol. Catal. , 2001 , 174 , 51 .
9.
Desai D.G.
,
Swami S. S.
,
Dabhade S. K.
, and
Ghagare M. G.
, Synth. Commun. , 2001 , 31 , 1249 .
10.
Basu M.K.
,
Becker F. F.
, and
Banik B. K.
, Tetrahedron Lett. , 2000 , 41 , 5603 .
11.
Wang L.
,
Pinhua L.
,
Zongtao W.
,
Yan J.
,
Min W.
, and
Ding Y.
, Synthesis , 2003 , 13 , 2001 .
12.
Khan F.A.
,
Dash J.
,
Sudheer C.
, and
Gupta R. K.
, Tetrahedron Lett. , 2003 , 44 , 7783 .
13.
(a)
Aproano G.D.
,
Sciavon G.
,
Zotti G.
, and
Lectere M.
Chem. Mater. , 1995 , 7 , 33 .
14.
Loutfy R.O.
,
Hsiao C. K.
, and
Kazmaier P. M.
, Photogr. Sci. Eng. , 1983 , 27 , 5 .
15.
Mestroni G.
, and
Camus A. Z.
, Aspects of Homogeneous Catalyst ; Vol. 4 ,
Ugo R.
, Ed., Reidel Dordrecht , 1981 , pp. 71 –80 .
16.
Jnaneshwara G.K.
,
Sudali A.
, and
Deshpande V. H.
, J. Chem. Res, (S) , 1998 , 160 .
17.
Gowda D.C.
,
Gowda S.
,
Abiraj K.
, J. Chem. Res, (S) , 2003 , 299 .
18.
Stafford W.H.
,
Los M.
, and
Thomson N.
, Chem. Ind. , (London), 1956 , 1277 .
19.
Pasha M.A.
, and
Nagaraja D.
, J. Saudi Chem. Soc. , 2003 , 7 , 99 .
20.
Nagaraja D.
, and
Pasha M. A.
, Ind. J. Chem. , 2002 , 41B , 1747 .
21.
Nagaraja D.
, and
Pasha M. A.
, Ind. J. Chem. , 2002 , 41B , 2602 .
22.
Nagaraja D.
, and
Pasha M. A.
, Ind. J. Chem. , 2004 , 43B , 593 .
23.
Vogel A.I.
,
Watling A.
, and
Watling J.
, J. Chem. Educ. , 1958 , 35 , 40 .