Abstract
This review summarizes the chemistry of iodonium ylides with emphasis on their synthetic applications. The preparation, structure and chemistry of iodonium ylides of different structural types are overviewed. Iodonium ylides have found synthetic application as efficient carbene precursors, especially useful as reagents for cyclopropanation of alkenes and preparation of heterocyclic compounds. Recently iodonium ylides have been utilized as efficient reagents in the thiotrifluoromethylation and nucleophilic fluorination reactions.
| Original language | English |
|---|---|
| Pages (from-to) | 342-374 |
| Number of pages | 33 |
| Journal | Arkivoc |
| Volume | 2016 |
| Issue number | 1 |
| DOIs | |
| Publication status | Published - 2016 |
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Keywords
- Carbenes
- Carbenoids
- Hypervalent iodine
- Iodonium ylides
- Thiotrifluoromethylation
ASJC Scopus subject areas
- Organic Chemistry
Cite this
Iodonium ylides in organic synthesis. / Yusubov, Mekhman S.; Yoshimura, Akira; Zhdankin, Viktor V.
In: Arkivoc, Vol. 2016, No. 1, 2016, p. 342-374.Research output: Contribution to journal › Review article
}
TY - JOUR
T1 - Iodonium ylides in organic synthesis
AU - Yusubov, Mekhman S.
AU - Yoshimura, Akira
AU - Zhdankin, Viktor V.
PY - 2016
Y1 - 2016
N2 - This review summarizes the chemistry of iodonium ylides with emphasis on their synthetic applications. The preparation, structure and chemistry of iodonium ylides of different structural types are overviewed. Iodonium ylides have found synthetic application as efficient carbene precursors, especially useful as reagents for cyclopropanation of alkenes and preparation of heterocyclic compounds. Recently iodonium ylides have been utilized as efficient reagents in the thiotrifluoromethylation and nucleophilic fluorination reactions.
AB - This review summarizes the chemistry of iodonium ylides with emphasis on their synthetic applications. The preparation, structure and chemistry of iodonium ylides of different structural types are overviewed. Iodonium ylides have found synthetic application as efficient carbene precursors, especially useful as reagents for cyclopropanation of alkenes and preparation of heterocyclic compounds. Recently iodonium ylides have been utilized as efficient reagents in the thiotrifluoromethylation and nucleophilic fluorination reactions.
KW - Carbenes
KW - Carbenoids
KW - Hypervalent iodine
KW - Iodonium ylides
KW - Thiotrifluoromethylation
UR - http://www.scopus.com/inward/record.url?scp=85012110473&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=85012110473&partnerID=8YFLogxK
U2 - 10.3998/ark.5550190.p009.732
DO - 10.3998/ark.5550190.p009.732
M3 - Review article
VL - 2016
SP - 342
EP - 374
JO - Arkivoc
JF - Arkivoc
SN - 1424-6376
IS - 1
ER -