Rapid and Selective Reduction of Functionalized Fluoroaryl Azides to the Corresponding Anilines with Stannous Chloride Dihydrate

References

• Birchall , J. M. , Haszeldine , R. N. and Jones , M. E. 1971 . J. Chem. Soc. C , : 1344
   Google Scholar
• Patai , S. 1971 . “The Chemistry of the Azido Group,” , 333 – 338 . Interscience Publishers, John Wiley and Sons .
   Google Scholar
• Vaultier , M. , Knouzi , N. and Carrie , R. 1983 . Tetrahedron Lett. , 24 : 763
   Web of Science ®Google Scholar
• Belinka , B. A. and Hassner , A. 1979 . J. Org. Chem. , 44 : 4712
   Google Scholar
• Bayley , H. , Standring , D. N. and Knowles , J. R. 1978 . Tetrahedron Lett. , : 3633
   Web of Science ®Google Scholar
• Maiti , S. N. , Singh , M. P. and Micetich , R. G. 1986 . Tetrahedron Lett. , 27 : 1423
   Web of Science ®Google Scholar
• Keana , J. F. W. and Cai , S. X. 1990 . J. Org. Chem. , 55 : 3640
   Google Scholar
• It is interesting to note that the nitrile group in perfluoroaryl azide i can be reduced selectively with BH3THF to the corresponding benzyl amine ii (48%) with preservation of the azide moiety.7
   Google Scholar
• Bellamy , F. D. and Ou , K. 1984 . Tetrahedron Lett. , 25 : 839
   Web of Science ®Google Scholar
• Brooke , G. M. , Burdon , J. and Tatlow , J. C. 1961 . J. Chem. Soc. , : 802
   Web of Science ®Google Scholar
• Kanakarajan , K. , Haider , K. and Czarnik , Q. W. 1988 . Synthesis , : 566
   Google Scholar