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Oxidative Rearrangement of Secondary Amines Using Hypervalent Iodine(III) Reagent
- Source :
- Organic Letters. 20:2333-2337
- Publication Year :
- 2018
- Publisher :
- American Chemical Society (ACS), 2018.
-
Abstract
- A hypervalent iodine(III) reagent mediated oxidative skeletal rearrangement reaction of secondary amines is reported. The transformation, which uses PhI(OAc)2 in CF3CH2OH, was found to be highly efficient at inducing the direct 1,2-C-to-N migration of secondary amines. This method offers facile and divergent access to polycyclic and macrocyclic indole-fused compounds. The synthetic potential of the method is also demonstrated through its application to several substrates, including secondary as well as primary amines.
- Subjects :
- Primary (chemistry)
010405 organic chemistry
Organic Chemistry
Hypervalent molecule
chemistry.chemical_element
Oxidative phosphorylation
010402 general chemistry
Iodine
01 natural sciences
Biochemistry
Combinatorial chemistry
0104 chemical sciences
chemistry
Reagent
Rearrangement reaction
Physical and Theoretical Chemistry
Subjects
Details
- ISSN :
- 15237052 and 15237060
- Volume :
- 20
- Database :
- OpenAIRE
- Journal :
- Organic Letters
- Accession number :
- edsair.doi.dedup.....9509c068e5083c9c802d2b251e3a959a