Abstract
The palladium-catalyzed synthesis of indole/benzofurancontaining diarylmethanes starting from indolylmethyl or benzofuranylmethyl acetates with boronic acids has been investigated. The success of the reaction is influenced by the choice of precatalyst: with indolylmethyl acetates the reaction works well with [Pd(η3-C3H5)Cl]2/XPhos while with benzofuranylmethyl acetates Pd2(dba)3/XPhos is more efficient. The good to high yields and the simplicity of the experimental procedure make this protocol a versatile synthetic tool for the preparation of 2- and 3-substituted indoles and 2-benzo[b]furans. The methodology can be advantageously extended to the preparation of a key precursor of Zafirlukast.
Lingua originale | English |
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pagine (da-a) | 741-753 |
Numero di pagine | 13 |
Rivista | Synthesis |
Volume | 54 |
DOI | |
Stato di pubblicazione | Pubblicato - 2021 |
Keywords
- Suzuki-Miyaura reaction
- benzofurans
- boronic acids
- diarylmethanes
- indoles
- palladium