Abstract
Three new saccharin-based hypervalent iodine compounds were prepared by the reaction of saccharine with (diacetoxyiodo)arenes or acetoxybenziodoxole. Structures of these new imidoiodanes were established by X-ray crystallography. The saccharin-based μ-oxo-bridged imidoiodane readily reacts with silyl enol ethers under mild conditions to give the corresponding α-aminated carbonyl compounds in moderate yields. Sweet saccharin: Three new saccharin-derived hypervalent iodine compounds were prepared by the reaction of saccharine with (diacetoxyiodo)arenes or acetoxybenziodoxole. The saccharin-based μ-oxo-bridged imidoiodane readily reacts with silyl enol ethers to give the corresponding α-aminated carbonyl compounds in moderate yields.
| Original language | English |
|---|---|
| Pages (from-to) | 5328-5331 |
| Number of pages | 4 |
| Journal | Chemistry - A European Journal |
| Volume | 21 |
| Issue number | 14 |
| DOIs | |
| Publication status | Published - 27 Mar 2015 |
| Externally published | Yes |
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Keywords
- amination
- hypervalent
- iodine
- oxidation
- saccharin
ASJC Scopus subject areas
- Chemistry(all)
Cite this
Saccharin-based μ-oxo imidoiodane : A readily available and highly reactive reagent for electrophilic amination. / Yoshimura, Akira; Koski, Steven R.; Fuchs, Jonathan M.; Saito, Akio; Nemykin, Victor N.; Zhdankin, Viktor V.
In: Chemistry - A European Journal, Vol. 21, No. 14, 27.03.2015, p. 5328-5331.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Saccharin-based μ-oxo imidoiodane
T2 - A readily available and highly reactive reagent for electrophilic amination
AU - Yoshimura, Akira
AU - Koski, Steven R.
AU - Fuchs, Jonathan M.
AU - Saito, Akio
AU - Nemykin, Victor N.
AU - Zhdankin, Viktor V.
PY - 2015/3/27
Y1 - 2015/3/27
N2 - Three new saccharin-based hypervalent iodine compounds were prepared by the reaction of saccharine with (diacetoxyiodo)arenes or acetoxybenziodoxole. Structures of these new imidoiodanes were established by X-ray crystallography. The saccharin-based μ-oxo-bridged imidoiodane readily reacts with silyl enol ethers under mild conditions to give the corresponding α-aminated carbonyl compounds in moderate yields. Sweet saccharin: Three new saccharin-derived hypervalent iodine compounds were prepared by the reaction of saccharine with (diacetoxyiodo)arenes or acetoxybenziodoxole. The saccharin-based μ-oxo-bridged imidoiodane readily reacts with silyl enol ethers to give the corresponding α-aminated carbonyl compounds in moderate yields.
AB - Three new saccharin-based hypervalent iodine compounds were prepared by the reaction of saccharine with (diacetoxyiodo)arenes or acetoxybenziodoxole. Structures of these new imidoiodanes were established by X-ray crystallography. The saccharin-based μ-oxo-bridged imidoiodane readily reacts with silyl enol ethers under mild conditions to give the corresponding α-aminated carbonyl compounds in moderate yields. Sweet saccharin: Three new saccharin-derived hypervalent iodine compounds were prepared by the reaction of saccharine with (diacetoxyiodo)arenes or acetoxybenziodoxole. The saccharin-based μ-oxo-bridged imidoiodane readily reacts with silyl enol ethers to give the corresponding α-aminated carbonyl compounds in moderate yields.
KW - amination
KW - hypervalent
KW - iodine
KW - oxidation
KW - saccharin
UR - http://www.scopus.com/inward/record.url?scp=84925139720&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84925139720&partnerID=8YFLogxK
U2 - 10.1002/chem.201500335
DO - 10.1002/chem.201500335
M3 - Article
AN - SCOPUS:84925139720
VL - 21
SP - 5328
EP - 5331
JO - Chemistry - A European Journal
JF - Chemistry - A European Journal
SN - 0947-6539
IS - 14
ER -