Cooperative Photoredox/Gold Catalysed Cyclization of 2-Alkynylbenzoates with Arenediazonium Salts: Synthesis of 3,4- disubstituted Isocoumarins
Articolo
Data di Pubblicazione:
2022
Citazione:
Cooperative Photoredox/Gold Catalysed Cyclization of 2-Alkynylbenzoates with Arenediazonium Salts: Synthesis of 3,4- disubstituted Isocoumarins / V. Pirovano, E. Brambilla, G. Fanciullacci, G. Abbiati. - In: ORGANIC & BIOMOLECULAR CHEMISTRY. - ISSN 1477-0520. - 20:41(2022 Nov 07), pp. 8065-8070. [10.1039/D2OB01371A]
Abstract:
Several isocoumarins have been synthesized in good to excellent yields starting from 2-alkynylbenzoates and arenediazonium salts. The strategy involves a domino arylation/oxo-cyclization catalysed by a dual photoredox/gold catalytic system. The reactions run under mild conditions at room temperature in wet acetonitrile under irradiation with a blue-led lamp, in the presence of a cationic gold catalyst and a cheap organic photocatalyst. The scope is quite broad and allows the preparation of isocoumarins differently disubstituted in positions 3 and 4. A plausible reaction mechanism is proposed.
Tipologia IRIS:
01 - Articolo su periodico
Keywords:
Gold Catalysis; Photoredox Catalysis; Eosin Y ; Oxo-cyclization; 1H-Isochromen-1-ones;
Elenco autori:
V. Pirovano, E. Brambilla, G. Fanciullacci, G. Abbiati
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