Accessing the amide functionality by the mild and low-cost oxidation of imine
β Scribed by Magdi A. Mohamed; Ken-ichi Yamada; Kiyoshi Tomioka
- Book ID
- 104096359
- Publisher
- Elsevier Science
- Year
- 2009
- Tongue
- French
- Weight
- 706 KB
- Volume
- 50
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Oxidation of imines using sodium chlorite under buffered conditions gave the corresponding amides in good to high yield. The reaction was generally fast and was completed within 5-40 min. As has been established in the corresponding oxidation of aldehyde, so-called Pinnick oxidation, the good functional group tolerance and the use of inexpensive reagents are the advantages of this protocol.
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A new and mild method for reducing 2' amides to carbinolamine ethers and imines and its use in the synthesis of pyrrolo [l,4]btnzodiazepine antibiotics is reported.
The kinetics of the oxidation of formate, oxalate, and malonate by [Ni III (L 1 )] 2Ο© (where HL 1 Ο 15-amino-3-methyl-4,7,10,13-tetraazapentadec-3-en-2-one oxime) were carried out over the regions pH 3.0 -5. 75, 2.80 -5.50, and 2.50 -7.58, respectively, at constant ionic strength and temperature 40Π