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  • Synthesis of highly substituted oxazoles through iodine(III)-mediated reactions of ketones with nitriles.

Synthesis of highly substituted oxazoles through iodine(III)-mediated reactions of ketones with nitriles.

Molecules (Basel, Switzerland) (2012-09-15)
Akio Saito, Nao Hyodo, Yuji Hanzawa
ABSTRACT

In the presence of trifluoromethanesulfonic acid (TfOH) or bis(trifluoromethane-sulfonyl)imide (Tf₂NH), iodosobenzene (PhI=O) efficiently promoted the reactions of dicarbonyl compounds as well as monocarbonyl compounds with nitriles to give 2,4-disubstituted and 2,4,5-trisubstituted oxazole in a single step under the mild conditions.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Trifluoromethanesulfonic acid, ReagentPlus®, ≥99%
Sigma-Aldrich
Lithium trifluoromethanesulfonate, 99.995% trace metals basis
Sigma-Aldrich
Lithium trifluoromethanesulfonate, 96%
Sigma-Aldrich
Lanthanum(III) trifluoromethanesulfonate, 99.999% trace metals basis
Sigma-Aldrich
Zinc trifluoromethanesulfonate, 98%
Sigma-Aldrich
Trifluoromethanesulfonic acid, reagent grade, 98%
Sigma-Aldrich
Barium trifluoromethanesulfonate, 98%
Sigma-Aldrich
Silver trifluoromethanesulfonate, ≥99%
Sigma-Aldrich
Aluminum trifluoromethanesulfonate, 99.9% trace metals basis
Sigma-Aldrich
Silver trifluoromethanesulfonate, ≥99.95% trace metals basis
Sigma-Aldrich
Silver trifluoromethanesulfonate, purum, ≥98.0% (Ag)