Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 14, Issue 19, Pages 4387-4392Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c6ob00616g
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Funding
- University of Tulsa
- Hanover College Faculty Development Award
- Office of Research and Sponsored Programs
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A mild and operationally convenient amino-functionalization of a range of tertiary alkyl halides by reaction with iminoiodinanes (PhI=NNs) and I-2 has been developed. According to the mechanistic experiments described within, the reaction is speculated to proceed through a light-promoted, N-centered radical pathway involving a N,N-diiodosulfonamide reactive species. This method of direct N-incorporation offers an attractive alternative to the production of a-tertiary amines, a synthetically challenging structural class found in a variety of bioactive molecules.
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