Journal
TETRAHEDRON
Volume 66, Issue 9, Pages 1684-1688Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2010.01.010
Keywords
alpha-Amido p-tolylsulfones; TMSCN; alpha-Amino nitriles; N-Acyliminum ions; Bismuth bromide
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Funding
- Center for Biological Modulators of the KRICT
- National Research Foundation of Korea [08-2007-07-001-00] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)
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In the presence of catalytic amount of bismuth bromide (5 mol%) the alpha-amido p-tolylsulfones are converted into N-acyliminium ions, which undergo the nucleophilic addition of trimethylsilyl cyanide (TMSCN) to provide the N-protected alpha-amino nitriles in very good yield A variety of alpha-amido p-tolylsulfones were prepared from aromatic as well as aliphatic aldehydes for the synthesis of alpha-amino nitriles (C) 2010 Elsevier Ltd. All rights reserved
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