Cu(I)-Catalyzed Aminative Aza-Annulation of Enynyl Azide using N-Fluorobenzenesulfonimide: Synthesis of 5-Aminonicotinates
| Autor: | Santosh Kumar Prajapti, Chada Raji Reddy, Ravi Ranjan |
|---|---|
| Rok vydání: | 2018 |
| Předmět: |
Annulation
010405 organic chemistry Chemistry Organic Chemistry Regioselectivity 010402 general chemistry 01 natural sciences Biochemistry Combinatorial chemistry 0104 chemical sciences Catalysis chemistry.chemical_compound Reagent Yield (chemistry) Intramolecular force Azide Physical and Theoretical Chemistry Amination |
| Zdroj: | Organic Letters. 20:3128-3131 |
| ISSN: | 1523-7052 1523-7060 |
| DOI: | 10.1021/acs.orglett.8b01228 |
| Popis: | An unprecedented copper-catalyzed aminative aza-annulation of enynyl azide using commercially available N-fluorobenzenesulfonimide (NFSI) as an amination reagent is described. The reaction proceeds via regioselective inter-/intramolecular diamination, incorporating one nitrogen from the NFSI and the other from the azide, to provide amino-substituted nicotinate derivatives in a single step with moderate to high yield. This method represents an efficient way to access diverse aminonicotinates through direct C-N bond-coupling processes. |
| Databáze: | OpenAIRE |
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