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Bismuth Compounds in Organic Synthesis. Deprotection of Ketoximes Using Bismuth Bromide-Bismuth Triflate
Tetrahedron Letters (2003)
  • Ram S. Mohan, Illinois Wesleyan University
  • Joshua N. Arnold
  • Patrick D. Hayes
  • Robert L. Kohaus
Abstract

Ketoximes undergo deprotection in CH3CN/acetone/H2O (3:6:1) in the presence of 20–40 mol% BiBr3/5 mol% Bi(OTf)3. Bismuth(III) salts are relatively non-toxic, insensitive to air and inexpensive. These features coupled with the use of a relatively non-toxic solvent system make this method an attractive alternative to existing routes for deprotection of ketoximes.

Keywords
  • bismuth and compounds; oximes; deprotection; environment-friendly chemistry.
Disciplines
Publication Date
2003
Citation Information
Ram S. Mohan, Joshua N. Arnold, Patrick D. Hayes and Robert L. Kohaus. "Bismuth Compounds in Organic Synthesis. Deprotection of Ketoximes Using Bismuth Bromide-Bismuth Triflate" Tetrahedron Letters Vol. 44 (2003)
Available at: http://works.bepress.com/ram_mohan/10/