Synthesis, characterisation, and reactivity of novel pseudocyclic hypervalent iodine reagents with heteroaryl carbonyl substituents

Two new hypervalent iodine reagents containing furan and thiophene moieties in addition to a carbonyl group in the vicinity of the iodine atom were synthesised and characterised. The X-ray analysis of both compounds revealed a strong intramolecular contact between the carbonyl oxygen and the hyperva...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2019-07, Vol.55 (55), p.7998-8
Main Authors: Qurban, Jihan, Elsherbini, Mohamed, Alharbi, Haifa, Wirth, Thomas
Format: Article
Language:English
Subjects:
Carbonyl groups
Carbonyls
Crystallography
Iodine
Oxidation
Oxidizing agents
Reagents
X ray analysis
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Summary:Two new hypervalent iodine reagents containing furan and thiophene moieties in addition to a carbonyl group in the vicinity of the iodine atom were synthesised and characterised. The X-ray analysis of both compounds revealed a strong intramolecular contact between the carbonyl oxygen and the hypervalent iodine atom with tosylate as a counter ion. The two reagents showed a broad range of synthetic applications and proved to be versatile oxidizing agents. New heteroatom-containing pseudocyclic iodanes are being introduces as alternatives to the Koser reagent.
ISSN:1359-7345
1364-548X
DOI:10.1039/c9cc03905h