Direct C−H Carbamoylation of Nitrogen-Containing Heterocycles
| Autor: | Jongrock Kong, Matthieu Jouffroy |
|---|---|
| Rok vydání: | 2019 |
| Předmět: |
chemistry.chemical_classification
010405 organic chemistry Chemistry Organic Chemistry Photoredox catalysis chemistry.chemical_element General Chemistry 010402 general chemistry 01 natural sciences Combinatorial chemistry Nitrogen Catalysis 0104 chemical sciences chemistry.chemical_compound Nucleophile Amide Electrophile Surface modification Pharmacophore Alkyl |
| Zdroj: | Chemistry - A European Journal. 25:2217-2221 |
| ISSN: | 0947-6539 |
| DOI: | 10.1002/chem.201806159 |
| Popis: | Nucleophilic radical additions at innately electrophilic C(sp2 ) centers are perfectly suited for the direct functionalization of heterocycles. Using bench stable and commercially available alkyl oxamate and oxamic acid derivatives in combination with photoredox catalysis, a direct carbamoylation of heterocycles yielding amide functionalized pharmacophores in a single step is reported. The reaction conditions reported are compatible with structurally complex heterocyclic substrates of pharmaceutical interest. Notably, derivatives containing functional groups incompatible with standard amidation reactions, such as carboxylic acids and unprotected amines, were found to be amenable to this reaction paradigm. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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