Synthesis of Highly Substituted 2-Arylindoles via Copper-Catalyzed Coupling of Isocyanides and Arylboronic Acids
| Autor: | Laurel M. Heckman, Timothy F. Jamison, Zhi He |
|---|---|
| Rok vydání: | 2018 |
| Předmět: |
010405 organic chemistry
Continuous flow Organic Chemistry chemistry.chemical_element 010402 general chemistry 01 natural sciences Biochemistry Combinatorial chemistry Copper 0104 chemical sciences Catalysis Coupling (electronics) chemistry.chemical_compound chemistry Functional group Copper catalyzed Physical and Theoretical Chemistry Boronic acid |
| Zdroj: | Organic letters. 20(11) |
| ISSN: | 1523-7052 |
| Popis: | Highly functionalized 2-arylindoles were synthesized from 2-alkenylarylisocyanides and arylboronic acids using a simple, inexpensive copper catalyst. The reaction exhibits excellent functional group tolerance for both the arylisocyanide and boronic acid coupling partners. To avoid the direct handling of the pungent arylisocyanide starting materials, continuous flow chemistry is further demonstrated to provide safe and effective access to 2-arylindoles through in situ dehydration and cyclization of easy-to-handle 2-alkenyl- N-formylanilines. |
| Databáze: | OpenAIRE |
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