Oxidative difunctionalization of 2-amino-4H-pyrans in iodobenzene diacetate and N-chlorosuccinimide: reactivity, mechanistic insights, and DFT calculations
| Autor: | Manjula Alla, Santhosh Reddy Mandha, Santosh Kumar Lingala, Soujanya Yarasi, Jagadeesh Babu Nanubolu, Vittal Rao Bommena |
|---|---|
| Rok vydání: | 2012 |
| Předmět: |
N-Chlorosuccinimide
chemistry.chemical_classification Double bond Geminal Molecular Structure Iodobenzenes Organic Chemistry Iodobenzene Succinimides Medicinal chemistry chemistry.chemical_compound chemistry Reagent Alkoxy group Molecule Quantum Theory Reactivity (chemistry) Oxidation-Reduction Pyrans |
| Zdroj: | The Journal of organic chemistry. 77(23) |
| ISSN: | 1520-6904 |
| Popis: | Oxidative difunctionalization of 2-amino-4H-pyrans was accomplished with iodobenzene diacetate (IBD) and N-chlorosuccinimide (NCS) reagents in alcoholic medium. 2-Amino-4H-pyrans undergo geminal dialkoxylation with the migration of an amino group (1a,b, 2a–i, 3a,b, and 4) in IBD, whereas with NCS addition of both chlorine and alkoxy groups takes place across the chromene double bond (6a–i). |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|