Cis-1,4-bis(triphenylphosphonium)-2-butene Peroxodisulfate as an Efficient Reagent for the Synthesis of Phenacyl Thiocyanates and Phenacyl Azides

Styrenes efficiently undergo thiocyanation and azidation with cis-1,4-bis(triphenylphosphonium)-2-butene peroxodisulfate at 0 °C to furnish the corresponding thiocyanatoketones and azidoketones. This method is a direct, one-pot synthesis under mild condition using methanol as solvent.

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Bibliographic Details
Published inSynthetic communications Vol. 42; no. 14; pp. 2058 - 2066
Main Authors Badri, Rashid, Gorjizadeh, Maryam
Format Journal Article
LanguageEnglish
Published PHILADELPHIA Taylor & Francis Group 15.07.2012
Taylor & Francis
Taylor & Francis Ltd
Subjects
Chemistry
Chemistry, Organic
Cis-1,4-bis(triphenylphosphonium)-2-butene peroxodisulfate
phenacyl azide
phenacyl thiocyanate
Physical Sciences
Science & Technology
styrene
OXIDATION
MILD
PEROXYDISULFATE
ETHERS
phenacyl thiocyanate
ALPHA-AZIDOKETONES
phenacyl azide
Cis-1,4-bis(triphenylphosphonium)-2-butene peroxodisulfate
styrene
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Summary:Styrenes efficiently undergo thiocyanation and azidation with cis-1,4-bis(triphenylphosphonium)-2-butene peroxodisulfate at 0 °C to furnish the corresponding thiocyanatoketones and azidoketones. This method is a direct, one-pot synthesis under mild condition using methanol as solvent.
ISSN:0039-7911
1532-2432
DOI:10.1080/00397911.2010.551701