期刊
ORGANIC CHEMISTRY FRONTIERS
卷 9, 期 14, 页码 3692-3696出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/d2qo00709f
关键词
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资金
- National Natural Science Foundation of China [21901197]
- Guangdong Provincial Key Laboratory of Catalysis [2020B121201002]
- Xi'an Jiaotong University (XJTU)
This study presents a photoinduced iron catalysis that efficiently cleaves C-C bonds and brominates or iodinates unstrained tertiary cycloalkanols using NBS/NIS. The reaction demonstrates good functional group tolerance and high yields under mild conditions, providing a powerful tool for the synthesis of remote halogenated alkyl ketones. The resulting products can be further converted to valuable molecules through nucleophilic substitution or cross-coupling reactions.
We report a photoinduced iron catalysis for the efficient C-C bond cleavage and bromination or iodination of unstrained tertiary cycloalkanols with NBS/NIS. The reaction features good functional group tolerance and high yields under mild conditions and provides a powerful tool for the preparation of remote halogenated alkyl ketones. The products can be converted via nucleophilic substitution or cross-coupling to other valuable molecules, such as haloperidol, fluanisone, and azabuperone, demonstrating the synthetic value of this reaction.
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