Mild propargylic oxidation using a diacetoxyiodobenzene/tert-butyl hydroperoxide protocol

Mild propargylic oxidation using a diacetoxyiodobenzene/tert-butyl hydroperoxide protocol

A mild propargylic oxidation of alkynes is reported using a diacetoxyiodobenzene/tert-butyl hydroperoxide (DIB/TBHP) protocol. The reactions proceed smoothly at 0°C and a number of α,β-unsaturated alkynoic ketones are obtained.

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Veröffentlicht in:Tetrahedron letters 2014-07, Vol.55 (31), p.4370-4372
Hauptverfasser: Zhao, Yi, Ng, Angela Wan Ting, Yeung, Ying-Yeung
Format: Artikel
Sprache:eng
Schlagworte:
Alkyne
Alkynes
Hypervalent iodine
Ketones
Oxidation
Selectivity
Tetrahedrons
Ynone
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Zusammenfassung:A mild propargylic oxidation of alkynes is reported using a diacetoxyiodobenzene/tert-butyl hydroperoxide (DIB/TBHP) protocol. The reactions proceed smoothly at 0°C and a number of α,β-unsaturated alkynoic ketones are obtained.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2014.06.032