Electrooxidative tandem cyclization of N-propargylanilines with sulfinic acids for rapid access to 3-arylsulfonylquinoline derivatives
| Autor: | Lei Wang, Jie Liu, Min Wang, Laiqiang Li |
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| Rok vydání: | 2021 |
| Předmět: | |
| Zdroj: | Green Chemistry. 23:4733-4740 |
| ISSN: | 1463-9270 1463-9262 |
| DOI: | 10.1039/d1gc00171j |
| Popis: | A series of N-propargylanilines (0.2 mmol) and sulfinic acids (0.5 mmol) afforded 3-arylsulfonylquinoline derivatives in high yields (70–93%) and low current efficiencies upon electrooxidation. Electrolyses were carried out in a one-compartment cell, under constant current and ambient conditions, in methanol-nBu4NBF4 containing pyridine (0.4 mmol), without any added chemical oxidant. A scale-up electrolysis carried out on 5 mmol of N-propargylaniline 1a gave 3-arylsulfonylquinoline 3aa in 65% yield and 56% current efficiency. A mechanistic hypothesis is presented. |
| Databáze: | OpenAIRE |
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