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The Halonium Ion‐Mediated CC Bond Cleavage of Cyclohexene‐Fused Isoxazoline N ‐Oxides
Author(s) -
Raihan Mustafa J.,
Kavala Veerababurao,
Guan QiaoZhi,
Kuo ChunWei,
Kataria Sunil,
Shishodia Shifali,
Janreddy Donala,
Habib Pateliya Mujjamil,
Yao ChingFa
Publication year - 2012
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201200217
Subject(s) - chemistry , cyclohexene , nitrile , cleavage (geology) , bond cleavage , medicinal chemistry , ring (chemistry) , oxidative cleavage , ion , oxide , photochemistry , stereochemistry , organic chemistry , catalysis , geotechnical engineering , fracture (geology) , engineering
A protocol for the N ‐bromosuccinimide (NBS)‐ and trichloroisocyanuric acid (TCCA)‐mediated cleavage of the CC 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.