Bismuth Compounds in Organic Synthesis. Deprotection of Ketoximes Using Bismuth Bromide-Bismuth Triflate

Ram S. Mohan; Joshua N. Arnold; Patrick D. Hayes; Robert L. Kohaus

Bismuth Compounds in Organic Synthesis. Deprotection of Ketoximes Using Bismuth Bromide-Bismuth Triflate

Ram S. Mohan, Joshua N. Arnold, Patrick D. Hayes, Robert L. Kohaus

Illinois Wesleyan University

Research output: Journal Article › Article › peer-review

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.

Original language	American English
Journal	Tetrahedron Letters
Volume	44
State	Published - 2003

Keywords

bismuth and compounds; oximes; deprotection; environment-friendly chemistry.

Disciplines

Organic Chemistry

Access to Document

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Cite this

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title = "Bismuth Compounds in Organic Synthesis. Deprotection of Ketoximes Using Bismuth Bromide-Bismuth Triflate",

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.",

author = "Mohan, \{Ram S.\} and Arnold, \{Joshua N.\} and Hayes, \{Patrick D.\} and Kohaus, \{Robert L.\}",

year = "2003",

language = "American English",

volume = "44",

journal = "Tetrahedron Letters",

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T1 - Bismuth Compounds in Organic Synthesis. Deprotection of Ketoximes Using Bismuth Bromide-Bismuth Triflate

AU - Mohan, Ram S.

AU - Arnold, Joshua N.

AU - Hayes, Patrick D.

AU - Kohaus, Robert L.

PY - 2003

Y1 - 2003

N2 - 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.

AB - 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.

KW - bismuth and compounds; oximes; deprotection; environment-friendly chemistry.

M3 - Article

VL - 44

JO - Tetrahedron Letters

JF - Tetrahedron Letters

ER -