Synthesis of 4-Alkylated Isocoumarins via Pd-Catalyzed α-Arylation Reaction
| Autor: | Scott D. Kuduk, Jaume Balsells, Lindsey G. DeRatt, Shane Plunkett |
|---|---|
| Rok vydání: | 2020 |
| Předmět: |
010405 organic chemistry
Chemistry Organic Chemistry Isocoumarins Intramolecular cyclization One-Step Alkylation 010402 general chemistry 01 natural sciences Biochemistry Combinatorial chemistry 0104 chemical sciences Catalysis Isocoumarin chemistry.chemical_compound Physical and Theoretical Chemistry Palladium catalyst |
| Zdroj: | Organic letters. 22(19) |
| ISSN: | 1523-7052 |
| Popis: | A convergent method for the rapid preparation of substituted isocoumarins is reported. The transformation takes advantage of a spontaneous intramolecular cyclization that follows the Pd-catalyzed α-arylation of aldehydes with 2-halobenzoic esters. The reaction uses an air-stable, single-component palladium catalyst and provides access to 4-alkylated isocoumarins in one step from commercial starting materials. The applicability of the method using both cyclic and linear ketones as well as transformations of the isocoumarin core is also demonstrated. |
| Databáze: | OpenAIRE |
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