Abstract
Azides can be easily reduced to the corresponding amines with Sm/CoC12 · 6H2O in excellent yields under mild and neutral conditions.
References
1.
Sheradsky T.
, The Chemistry of the Azido Group.
Patai S.
, Ed., Interscience Publishers , New York , 1971 ; Chap. 6.
2.
Scriven E.F. V.
, Ed. Azides and Nitrenes, Reactivity and Utility. Academic Press, Inc. , New York , 1984 .
3.
Ranu B.C.
,
Sarkar A.
, and
Chakraborty R.
, J. Org. Chem. , 1994 , 59 , 4114 .
4.
Boyer J.H.
, J. Am. Chem. Soc. , 1951 , 73 , 5865 .
5.
Mungall W.S.
,
Green G. L.
,
Heavner G. A.
, and
Letsinger R. L.
, J. Org. Chem. , 1975 ; 40 , 1659 .
6.
(a)
Smith P.A. S.
,
Hall J. H.
, and
Kan R. O.
, J. Am. Chem. Soc. , 1962 , 84 , 485 .
7.
Gastiser T.
,
Selve C.
, and
Delpucch J. J.
, Tetrahedron Lett. , 1983 , 24 , 1609 .
8.
Alverez S.G.
,
Fisher G. B.
, and
Singavam B.
, Tetrahedron Lett. , 1995 , 36 , 2567 .
9.
Ramesha A.R.
,
Bhat S.
, and
Chandresekan S.
, J. Org. Chem. , 1995 , 60 , 7682 .
10.
Huang Y.
,
Zhang Y.
, and
Wang Y.
, Tetrahedron Lett. , 1997 , 38 , 1065 .
11.
Huang Y.
, and
Zhang Y.
, Synth. Commun. , 1996 , 26 , 2911 .
12.
Souppe J.
,
Danon L.
,
Namy J. L.
, and
Kagan H. B.
, J. Organomet. Chem. , 1983 , 250 , 227 .
13.
Banik B.K.
, and
Becker F. F.
, Tetrahedron Lett. , 1998 , 39 , 7243 .
14.
Huang Y.
,
Liao P.
, and
Zhang Y.
, Synth. Commun. , 1997 , 27 , 1059 .
15.
Sandler S.R.
,
Karo W.
, Organic Functional Group Preparations, Vol II. Academic Press , London , 1971 , P266 .
16.
(a) Aldrich 1996 –1997
17.
Harris G.
Dictionary of Organic Compounds, Fourth Completely Revised , Vol 1–5 . London , Eyre and Spottiswoode Ltd.
18.
(a) Beilsteins Handbuch der Organischen Chemie , H12 , 687
19.Beilsteins Handbuckh der Organischen Chemie , H9 , 587 .