Dual Br酶nsted Acid/Nucleophilic Activation of Carbonylimidazole Derivatives

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• 作者：Stephen T. Heller ; Tingting Fu ; Richmond Sarpong
• 刊名：Organic Letters
• 出版年：2012
• 出版时间：April 20, 2012
• 年：2012
• 卷：14
• 期：8
• 页码：1970-1973
• 全文大小：269K
• 年卷期：v.14,no.8(April 20, 2012)
• ISSN：1523-7052

文摘

Carbonylimidazole derivatives have been found to be highly active acylation reagents for esterification and amidation in the presence of pyridinium salts. These reactions are thought to involve both Br酶nsted acid and nucleophilic catalysis. This mode of activation has been applied to the synthesis of difficult to access oxazolidinones, as well as esters and amides. Finally, the use of pyridinium salts has been shown to accelerate the esterification of carboxylic acids with imidazole carbamates.