Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 77, Issue 24, Pages 11399-11404Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo302375m
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Funding
- National Science Foundation [CHE-1009038]
- Direct For Mathematical & Physical Scien [1009038] Funding Source: National Science Foundation
- Division Of Chemistry [1009038] Funding Source: National Science Foundation
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Hofmann rearrangement of carboxamides to carbamates using Ozone as an oxidant can be efficiently catalyzed by iodobenzene. This reaction involves hypervalent iodine species generated in situ from catalytic amount of PhI and Oxone in the presence of 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) in aqueous methanol solutions. Under these conditions, Hofmann rearrangement of various carboxamides affords corresponding carbamates in high yields.
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