- Convenient and Simple Esterification in Continuous-Flow Systems using g-DMAP
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The utility and applicability of polyethylene-g-polyacrylic acid-immobilized dimethylaminopyridine (g-DMAP) as a catalyst in a continuous-flow system were investigated for decarboxylative esterification. High catalytic activity toward acylation was provided by g-DMAP containing a flexible grafted-polymer structure. During decarboxylation, carboxylic acids and alcohols were converted cleanly using di-tert-butyl dicarbonate (Boc2O) as a coupling reagent, which reduced by-products. In addition, the use of Boc2O resulted in the formation of tert-butyl esters. These esterifications dramatically reduced the reaction time under continuous-flow conditions, with a residence time of approximately 2 min. This highly efficient esterification procedure will provide more practical industrial applications.
- Okuno, Yoshinori,Isomura, Shigeki,Sugamata, Anna,Tamahori, Kaoru,Fukuhara, Ami,Kashiwagi, Miyu,Kitagawa, Yuuichi,Kasai, Emiri,Takeda, Kazuyoshi
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p. 3587 - 3589
(2015/11/17)
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- Nucleophilic iron catalysis in transesterifications: Scope and limitations
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Figure presented The ester bond is one of the most common structural motifs found in nature. Apart from the condensation between an acid and an alcohol, transesterifications represent another mechanistic alternative for the preparation of this compound class. The present paper summarizes our most recent investigations in this field, using nucleophilic iron complexes as catalysts for transesterifications under neutral conditions. This new type of metal catalyst complements the existing methodologies, which rely on Lewis acidic metal complexes. Investigations on scope and limitations, stereochemical course, and chemoselectivities will be presented.
- Magens, Silja,Plietker, Bernd
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supporting information; experimental part
p. 3715 - 3721
(2010/08/07)
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