TY - JOUR
T1 - Ring-Opening Fluorination of Isoxazoles
AU - Komatsuda, Masaaki
AU - Ohki, Hugo
AU - Kondo, Hiroki
AU - Suto, Ayane
AU - Yamaguchi, Junichiro
N1 - Funding Information:
This work was supported by JSPS KAKENHI Grants JP19H02726, JP21H05213, and JP21K18966 (to J.Y.) and Grant JP20J14905 and a Waseda Research Institute for Science and Engineering Grant in Aid for Young Scientists (Early Bird) (to M.K.). The authors thank Dr. Kenta Kato (Waseda University) for assistance with X-ray crystallographic analysis. The Materials Characterization Central Laboratory of Waseda University is acknowledged for the support of HRMS measurement.
Publisher Copyright:
© 2022 American Chemical Society. All rights reserved.
PY - 2022/5/6
Y1 - 2022/5/6
N2 - A ring-opening fluorination of isoxazoles has been developed. Upon treatment of isoxazoles with an electrophilic fluorinating agent (Selectfluor), fluorination followed by deprotonation leads to tertiary fluorinated carbonyl compounds. This method features mild reaction conditions, good functional group tolerance, and a simple experimental procedure. Diverse transformations of the resulting α-fluorocyanoketones were also demonstrated, furnishing a variety of fluorinated compounds.
AB - A ring-opening fluorination of isoxazoles has been developed. Upon treatment of isoxazoles with an electrophilic fluorinating agent (Selectfluor), fluorination followed by deprotonation leads to tertiary fluorinated carbonyl compounds. This method features mild reaction conditions, good functional group tolerance, and a simple experimental procedure. Diverse transformations of the resulting α-fluorocyanoketones were also demonstrated, furnishing a variety of fluorinated compounds.
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U2 - 10.1021/acs.orglett.2c01149
DO - 10.1021/acs.orglett.2c01149
M3 - Article
C2 - 35471036
AN - SCOPUS:85129480706
SN - 1523-7060
VL - 24
SP - 3270
EP - 3274
JO - Organic Letters
JF - Organic Letters
IS - 17
ER -