Bromide-mediated, C2-selective, and oxygenative alkylation of pyridinium salts using alkenes and molecular oxygen | |
Department | 羰基合成与选择氧化国家重点实验室(OSSO) |
Su YJ(苏毅进) | |
The second department | 苏毅进人才团队 |
2023-02 | |
Source Publication | Chemical Communications |
Volume | 59Issue:19Pages:2807-2810 |
Abstract | Herein, we report a bromide-mediated, C2-selective, and oxygenative alkylation of pyridinium salts using alkenes and O2 for the synthesis of important β-2-pyridyl ketones. Notably, a quaternary carbon center was successfully installed at the C2-position of pyridine and the resulting C2-substituents were highly functionalized. The intermediary cycloadduct was isolated and further transformed into the desired product, which indicated that this three-component reaction underwent a reaction cascade including dearomative cycloaddition and rearomative ring-opening oxygenation. Finally, the bromide-mediated mechanism was discussed and active Br(I) species were proposed to be generated in situ and promote the rearomative ring-opening oxygenation by halogen bond-assisted electron transfer. |
DOI | 10.1039/D2CC06138D |
If | 4.9 |
compositor | 第一作者单位 |
Citation statistics | |
Document Type | 期刊论文 |
Identifier | http://ir.licp.cn/handle/362003/30554 |
Collection | 羰基合成与选择氧化国家重点实验室(OSSO) |
Corresponding Author | Su YJ(苏毅进) |
Recommended Citation GB/T 7714 | Su YJ. Bromide-mediated, C2-selective, and oxygenative alkylation of pyridinium salts using alkenes and molecular oxygen[J]. Chemical Communications,2023,59(19):2807-2810. |
APA | Su YJ.(2023).Bromide-mediated, C2-selective, and oxygenative alkylation of pyridinium salts using alkenes and molecular oxygen.Chemical Communications,59(19),2807-2810. |
MLA | Su YJ."Bromide-mediated, C2-selective, and oxygenative alkylation of pyridinium salts using alkenes and molecular oxygen".Chemical Communications 59.19(2023):2807-2810. |
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