Abstract
A protocol for the N-bromosuccinimide (NBS)- and trichloroisocyanuric acid (TCCA)-mediated cleavage of the C-C bond of isoxazoline N-oxides, fused with a cyclohexene ring, leading to the production of a long-chain diketo-halo-nitrile skeleton is described. The conversion occurs via the formation of a nitric oxide intermediate.
| Original language | English |
|---|---|
| Pages (from-to) | 2251-2263 |
| Number of pages | 13 |
| Journal | Advanced Synthesis and Catalysis |
| Volume | 354 |
| Issue number | 11-12 |
| DOIs | |
| Publication status | Published - 2012 Aug 13 |
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Keywords
- N-bromosuccinimide (NBS)
- isoxazoline N-oxides
- nitric oxide
- ring cleavage
- trichloroisocyanuric acid (TCCA)
ASJC Scopus subject areas
- Catalysis
- Organic Chemistry
Cite this
The halonium ion-mediated C-C bond cleavage of cyclohexene-fused isoxazoline N-oxides. / Raihan, Mustafa J.; Kavala, Veerababurao; Guan, Qiao Zhi; Kuo, Chun Wei; Kataria, Sunil; Shishodia, Shifali; Janreddy, Donala; Habib, Pateliya Mujjamil; Yao, Ching Fa.
In: Advanced Synthesis and Catalysis, Vol. 354, No. 11-12, 13.08.2012, p. 2251-2263.Research output: Contribution to journal › Article
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TY - JOUR
T1 - The halonium ion-mediated C-C bond cleavage of cyclohexene-fused isoxazoline N-oxides
AU - Raihan, Mustafa J.
AU - Kavala, Veerababurao
AU - Guan, Qiao Zhi
AU - Kuo, Chun Wei
AU - Kataria, Sunil
AU - Shishodia, Shifali
AU - Janreddy, Donala
AU - Habib, Pateliya Mujjamil
AU - Yao, Ching Fa
PY - 2012/8/13
Y1 - 2012/8/13
N2 - A protocol for the N-bromosuccinimide (NBS)- and trichloroisocyanuric acid (TCCA)-mediated cleavage of the C-C bond of isoxazoline N-oxides, fused with a cyclohexene ring, leading to the production of a long-chain diketo-halo-nitrile skeleton is described. The conversion occurs via the formation of a nitric oxide intermediate.
AB - A protocol for the N-bromosuccinimide (NBS)- and trichloroisocyanuric acid (TCCA)-mediated cleavage of the C-C bond of isoxazoline N-oxides, fused with a cyclohexene ring, leading to the production of a long-chain diketo-halo-nitrile skeleton is described. The conversion occurs via the formation of a nitric oxide intermediate.
KW - N-bromosuccinimide (NBS)
KW - isoxazoline N-oxides
KW - nitric oxide
KW - ring cleavage
KW - trichloroisocyanuric acid (TCCA)
UR - http://www.scopus.com/inward/record.url?scp=84864977163&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84864977163&partnerID=8YFLogxK
U2 - 10.1002/adsc.201200217
DO - 10.1002/adsc.201200217
M3 - Article
AN - SCOPUS:84864977163
VL - 354
SP - 2251
EP - 2263
JO - Advanced Synthesis and Catalysis
JF - Advanced Synthesis and Catalysis
SN - 1615-4150
IS - 11-12
ER -