Synthesis of Acyl Fluorides via DAST-Mediated Fluorinative C-C Bond Cleavage of Activated Ketones
Danhee Kim and Hee Nam Lim*
*Korea Research Institute of Chemical Technology (KRICT), 141 Gajeong-ro, Yuseong-gu, Daejeon 34114, Republic of Korea,
Email: heenam
krict.re.kr
D. Kim, H. N. Lim, Org. Lett., 2020, 22, 7465-7469.
DOI: 10.1021/acs.orglett.0c02603
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Abstract
Activated ketones such as α-oximinoketones can serve as starting materials for the preparation of acyl fluorides via a pull-and-push-driven fluorinative C-C bond cleavage. The use of diethylaminosulfur trifluoride (DAST) derivatives led to a highly efficient and chemoselective reaction. The method is mild, fast, and scalable.
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proposed mechanism
Key Words
ID: J54-Y2020
