Journal
ORGANIC LETTERS
Volume 22, Issue 11, Pages 4068-4072Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c01117
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Funding
- Danish National Research Foundation [DNRF118]
- Independent Research Fund Denmark Technology and Production [4148-00031]
- NordForsk [85378]
- Aarhus University
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We report a sequential one-pot preparation of aromatic trifluoromethyl ketones starting from readily accessible aryl bromides and fluorosulfates, the latter easily prepared from the corresponding phenols. The methodology utilizes low pressure carbon monoxide generated ex situ from COgen to generate Weinreb amides as reactive intermediates that undergo monotrifluoromethylation affording the corresponding aromatic trifluoromethyl ketones (TFMKs) in good yields. The stoichiometric use of CO enables the possibility for accessing C-13-isotopically labeled TFMK by switching to the use of (13)COgen.
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