Abstract
An efficient synthetic procedure for di-cyano-cyclopropanation of alkenes using catalytic amounts of molecular iodine as a precatalyst and tert-butyl hydroperoxide (TBHP) as a terminal oxidant under mild conditions has been developed. This catalytic reaction works especially well for the aryl-substituted double bond affording products of cyclopropanation in high yields. A catalytic cycle based on the generated in situ hypoiodite species has been proposed,.
| Original language | English |
|---|---|
| Pages (from-to) | 3336-3340 |
| Number of pages | 5 |
| Journal | Advanced Synthesis and Catalysis |
| Volume | 356 |
| Issue number | 16 |
| DOIs | |
| Publication status | Published - 21 Sep 2014 |
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Keywords
- Cyclopropanation
- Hypoiodite
- Iodine
- Organocatalysis
- Oxidation
ASJC Scopus subject areas
- Catalysis
- Organic Chemistry
Cite this
Hypoiodite-mediated catalytic cyclopropanation of alkenes with malononitrile. / Yoshimura, Akira; Nicholas Jones, T.; Yusubov, Mekhman S.; Zhdankin, Viktor Vladimirovich.
In: Advanced Synthesis and Catalysis, Vol. 356, No. 16, 21.09.2014, p. 3336-3340.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Hypoiodite-mediated catalytic cyclopropanation of alkenes with malononitrile
AU - Yoshimura, Akira
AU - Nicholas Jones, T.
AU - Yusubov, Mekhman S.
AU - Zhdankin, Viktor Vladimirovich
PY - 2014/9/21
Y1 - 2014/9/21
N2 - An efficient synthetic procedure for di-cyano-cyclopropanation of alkenes using catalytic amounts of molecular iodine as a precatalyst and tert-butyl hydroperoxide (TBHP) as a terminal oxidant under mild conditions has been developed. This catalytic reaction works especially well for the aryl-substituted double bond affording products of cyclopropanation in high yields. A catalytic cycle based on the generated in situ hypoiodite species has been proposed,.
AB - An efficient synthetic procedure for di-cyano-cyclopropanation of alkenes using catalytic amounts of molecular iodine as a precatalyst and tert-butyl hydroperoxide (TBHP) as a terminal oxidant under mild conditions has been developed. This catalytic reaction works especially well for the aryl-substituted double bond affording products of cyclopropanation in high yields. A catalytic cycle based on the generated in situ hypoiodite species has been proposed,.
KW - Cyclopropanation
KW - Hypoiodite
KW - Iodine
KW - Organocatalysis
KW - Oxidation
UR - http://www.scopus.com/inward/record.url?scp=84915820034&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84915820034&partnerID=8YFLogxK
U2 - 10.1002/adsc.201400627
DO - 10.1002/adsc.201400627
M3 - Article
VL - 356
SP - 3336
EP - 3340
JO - Journal fur Praktische Chemie
JF - Journal fur Praktische Chemie
SN - 1436-9966
IS - 16
ER -